(5-Amino-1, 3-dimethyl-1H-pyrazol-4-yl)(2-fluorophenyl) methanones. A series of novel potential antipsychotic agents

…, LL Coughenour, DA Downs, TG Heffner…

Index: Wise; Butler; DeWald; Lustgarten; Coughenour; Downs; Heffner; Pugsley Journal of Medicinal Chemistry, 1986 , vol. 29, # 9 p. 1628 - 1637

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Citation Number: 4

Abstract

18 1 be obtained by this sequence. 6 A somewhat better route described recently by DeWald (Scheme IIB) involved bromination of 4, followed by lithium exchange and reaction of the lithium compound with methyl 2-fluorobenzoate to give 5, which was hydrolyzed to l. 9 In a US patent Swett and associates described the reaction of l, 3-dimethyl-lli-pyrazold- amine 131 with the Vilsmeier complex to give carboxaldehyde 14 in which the 5-amino ...

 Related Synthetic Route
2-[4-(2-fluorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl]-1H-isoindole-1,3(2H)-dione Structure

103068-66-2

2-[4-(2-fluorob...

~82%

(5-amino-1,3-dimethylpyrazol-4-yl)-(2-fluorophenyl)methanone Structure

31272-21-6

(5-amino-1,3-di...

1-Bromo-2-fluorobenzene Structure

1072-85-1

1-Bromo-2-fluor...

~%

(5-amino-1,3-dimethylpyrazol-4-yl)-(2-fluorophenyl)methanone Structure

31272-21-6

(5-amino-1,3-di...

N/A Structure

103068-61-7

N/A

~%

(5-amino-1,3-dimethylpyrazol-4-yl)-(2-fluorophenyl)methanone Structure

31272-21-6

(5-amino-1,3-di...

5-(((dimethylamino)methylene)amino)-α-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazole-4-methanol Structure

103068-62-8

5-(((dimethylam...

~%

(5-amino-1,3-dimethylpyrazol-4-yl)-(2-fluorophenyl)methanone Structure

31272-21-6

(5-amino-1,3-di...

[5-[[(dimethylamino)methylene]amino]-1,3-dimethyl-1H-pyrazol-4-yl](2-fluorophenyl)methanone Structure

103068-63-9

[5-[[(dimethyla...

~%

(5-amino-1,3-dimethylpyrazol-4-yl)-(2-fluorophenyl)methanone Structure

31272-21-6

(5-amino-1,3-di...

N/A Structure

103068-65-1

N/A

~%

(5-amino-1,3-dimethylpyrazol-4-yl)-(2-fluorophenyl)methanone Structure

31272-21-6

(5-amino-1,3-di...

1-Bromo-2-fluorobenzene Structure

1072-85-1

1-Bromo-2-fluor...

~%

2-Bromo-N-[4-(2-fluorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl]-acetamide Structure

63960-69-0

2-Bromo-N-[4-(2...

N/A Structure

103068-61-7

N/A

~%

2-Bromo-N-[4-(2-fluorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl]-acetamide Structure

63960-69-0

2-Bromo-N-[4-(2...

5-(((dimethylamino)methylene)amino)-α-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazole-4-methanol Structure

103068-62-8

5-(((dimethylam...

~%

2-Bromo-N-[4-(2-fluorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl]-acetamide Structure

63960-69-0

2-Bromo-N-[4-(2...

N/A Structure

103068-65-1

N/A

~%

2-Bromo-N-[4-(2-fluorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl]-acetamide Structure

63960-69-0

2-Bromo-N-[4-(2...

[5-[[(dimethylamino)methylene]amino]-1,3-dimethyl-1H-pyrazol-4-yl](2-fluorophenyl)methanone Structure

103068-63-9

[5-[[(dimethyla...

~%

2-Bromo-N-[4-(2-fluorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl]-acetamide Structure

63960-69-0

2-Bromo-N-[4-(2...

2-[4-(2-fluorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl]-1H-isoindole-1,3(2H)-dione Structure

103068-66-2

2-[4-(2-fluorob...

~%

2-Bromo-N-[4-(2-fluorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl]-acetamide Structure

63960-69-0

2-Bromo-N-[4-(2...

Bromoacetyl bromide Structure

598-21-0

Bromoacetyl bromide

(5-amino-1,3-dimethylpyrazol-4-yl)-(2-fluorophenyl)methanone Structure

31272-21-6

(5-amino-1,3-di...

~%

2-Bromo-N-[4-(2-fluorobenzoyl)-1,3-dimethyl-1H-pyrazol-5-yl]-acetamide Structure

63960-69-0

2-Bromo-N-[4-(2...


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