1-Methyl-3-aminopyrazole → tert-Butyl 1-(2-(1-methyl-1H-pyrazol-3-ylcarbamoyl)-1H-pyrrol-1-ylamino)-1-oxopropan-2-ylcarbamate

HRID 525013Notes

Reaction equation

HRID 525013 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][N:24]1[CH:28]=[CH:27][C:26]([NH2:29])=[N:25]1>>[CH3:23][N:24]1[CH:28]=[CH:27][C:26]([NH:29][C:18]([C:14]2[N:13]([NH:12][C:10](=[O:11])[CH: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]=2)=[O:20])=[N:25]1

Participants

3

Reactant 2

HCID 1372541-Methyl-3-aminopyrazoleHCID 86722033(S)-methyl 1-(2-(tert-butoxycarbonylamino)propanamido)-1H-pyrrole-2-carboxylate

Product 1

HCID 86722034tert-Butyl 1-(2-(1-methyl-1H-pyrazol-3-ylcarbamoyl)-1H-pyrrol-1-ylamino)-1-oxopropan-2-ylcarbamateYield 62.5%

Procedure

The title compound was prepared from (S)-methyl 1-(2-(tert-butoxycarbonylamino)propanamido)-1H-pyrrole-2-carboxylate (900 mg, 2.89 mmol) and 1-methyl-1H-pyrazol-3-amine (421 mg, 4.33 mmol) following the experimental procedure described in Preparation 27a. 680 mg (36% yield) of the desired compound were obtained.

Sources & evidence

ORD record
ord-9449302d71384bb18ee2b7fc3d2ff249
Source dataset
uspto-grants-2016_05
Patent number
US09340547B2

Reaction notes

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