5-(4-Chlorophenyl)-1H-pyrazole-3-carboxylic acid → HCID 71087594, compound

HRID 1520764Notes

Reaction equation

HRID 1520764 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[O:13][CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9]2)=[CH:4][CH:3]=1.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]2[CH:32]=[C:31]([C:33](O)=[O:34])[NH:30][N:29]=2)=[CH:24][CH:23]=1>>[ClH:21].[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([C:28]2[CH:32]=[C:31]([C:33]([NH:1][C:2]3[CH:3]=[CH:4][C:5]([C@H:8]4[O:13][CH2:12][CH2:11][NH:10][CH2:9]4)=[CH:6][CH:7]=3)=[O:34])[NH:30][N:29]=2)=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 7388195-(4-Chlorophenyl)-1H-pyrazole-3-carboxylic acidHCID 67240315HCID 67240315, compound

Product 1

HCID 71087594HCID 71087594, compound

Procedure

The title compound was prepared in analogy to Example 1 using (R)-tert-butyl 2-(4-aminophenyl)morpholine-4-carboxylate instead of (S)-tert-butyl 2-(4-aminophenyl)morpholine-4-carboxylate and 3-(4-chlorophenyl)-1H-pyrazole-5-carboxylic acid (CAS-54006-63-2) instead of 3-phenyl-1H-pyrazole-5-carboxylic acid. Off-white solid. MS (ISP): 383.1 ([M+H]+).

Sources & evidence

ORD record
ord-146e1a34152c4640956641890b98f3fc
Source dataset
uspto-grants-2015_07
Patent number
US09073911B2

Reaction notes

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