(3-phenyl-1H-pyrazol-1-yl)acetic acid → N-[1-(benzyl)-pyrrolidin-3-(RS)-ylmethyl]-2-(3-phenylpyrazol-1-yl)acetamide

HRID 1276373Notes

Reaction equation

HRID 1276373 reaction equation
[C:1]1([C:7]2[CH:11]=[CH:10][N:9]([CH2:12][C:13]([OH:15])=O)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:16][CH2:17][CH:18]1[CH2:22][CH2:21][N:20]([CH2:23][C:24]2[CH:29]=[CH:28][C:27](Cl)=[C:26](Cl)[CH:25]=2)[CH2:19]1.NCC1CCN(CC2C=CC=CC=2)C1>>[CH2:23]([N:20]1[CH2:21][CH2:22][CH:18]([CH2:17][NH:16][C:13](=[O:15])[CH2:12][N:9]2[CH:10]=[CH:11][C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[N:8]2)[CH2:19]1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 3

HCID 2737161(3-phenyl-1H-pyrazol-1-yl)acetic acidHCID 3157467(1-Benzylpyrrolidin-3-yl)methanamineHCID 221153103-Aminomethyl-1-(3,4-dichlorobenzyl)pyrrolidine

Product 1

HCID 22115333N-[1-(benzyl)-pyrrolidin-3-(RS)-ylmethyl]-2-(3-phenylpyrazol-1-yl)acetamide

Procedure

Proceeding as described above but substituting 4-(2,5-dimethylphenyl)-4-oxobutyric acid with 2-(3-phenylpyrazol-1-yl)acetic acid and 3-aminomethyl-1-(3,4-dichlorobenzyl)pyrrolidine with 3-aminomethyl-1-benzylpyrrolidine gave N-[1-(benzyl)-pyrrolidin-3-(RS)-ylmethyl]-2-(3-phenylpyrazol-1-yl)acetamide.

Sources & evidence

ORD record
ord-9331105c7cde47a18da9d367f99c3fec
Source dataset
uspto-grants-2000_12
Patent number
US06166015

Reaction notes

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