1-((4-methoxyphenyl)methyl)-1H-pyrazol-4-amine → (S)-tert-Butyl 1-(2-(1-(4-methoxybenzyl)-1H-pyrazol-4-ylcarbamoyl)-1H-pyrrol-1-ylamino)-1-oxopropan-2-ylcarbamate

HRID 525043Notes

Reaction equation

HRID 525043 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH3:22])[C:10]([NH:12][N:13]1[CH:17]=[CH:16][CH:15]=[C:14]1[C:18]([O:20]C)=O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:23][O:24][C:25]1[CH:37]=[CH:36][C:28]([CH2:29][N:30]2[CH:34]=[C:33]([NH2:35])[CH:32]=[N:31]2)=[CH:27][CH:26]=1>>[CH3:23][O:24][C:25]1[CH:26]=[CH:27][C:28]([CH2:29][N:30]2[CH:34]=[C:33]([NH:35][C:18]([C:14]3[N:13]([NH:12][C:10](=[O:11])[C@@H:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH3:22])[CH:17]=[CH:16][CH:15]=3)=[O:20])[CH:32]=[N:31]2)=[CH:36][CH:37]=1

Participants

3

Reactant 2

HCID 283739871-((4-methoxyphenyl)methyl)-1H-pyrazol-4-amineHCID 86722033(S)-methyl 1-(2-(tert-butoxycarbonylamino)propanamido)-1H-pyrrole-2-carboxylate

Product 1

HCID 86722062(S)-tert-Butyl 1-(2-(1-(4-methoxybenzyl)-1H-pyrazol-4-ylcarbamoyl)-1H-pyrrol-1-ylamino)-1-oxopropan-2-ylcarbamateYield 73%

Procedure

This compound was prepared starting from (S)-methyl 1-(2-(tert-butoxycarbonylamino)propanamido)-1H-pyrrole-2-carboxylate (900 mg, 2.89 mmol) and 1-(4-methoxybenzyl)-1H-pyrazol-4-amine (1.24 g, 6.10 mmol) following the experimental procedure described in Preparation 27a to afford 1.02 g (100% purity, 73% yield) of the title compound after purification by flash chromatography (0% to 100% AcOEt/hexanes).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-e8c5e4e9934146078f4ab305a733227f
Source dataset
uspto-grants-2016_05
Patent number
US09340547B2

Reaction notes

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