Pyrrolidine → 2-Methyl-4-(pyrrolidine-1-carbonyl)-2H-pyrazole-3-carboxylic acid [2-(3-methoxy-pyrrolidin-1-yl)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-amide

HRID 588467Notes

Reaction equation

[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:6][O:7][CH:8]1[CH2:12][CH2:11][N:10]([C:13]2[N:33]=[C:16]3[CH:17]=[CH:18][C:19]([NH:21][C:22]([C:24]4[N:28]([CH3:29])[N:27]=[CH:26][C:25]=4[C:30]([OH:32])=O)=[O:23])=[CH:20][N:15]3[N:14]=2)[CH2:9]1>>[CH3:6][O:7][CH:8]1[CH2:12][CH2:11][N:10]([C:13]2[N:33]=[C:16]3[CH:17]=[CH:18][C:19]([NH:21][C:22]([C:24]4[N:28]([CH3:29])[N:27]=[CH:26][C:25]=4[C:30]([N:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)=[O:32])=[O:23])=[CH:20][N:15]3[N:14]=2)[CH2:9]1

Participants

Reactant 2

HCID 31268Pyrrolidine

HCID 894643825-[2-(3-Methoxy-pyrrolidin-1-yl)-[1,2,4]triazolo[1,5-a]pyridin-6-ylcarbamoyl]-1-methyl-1H-pyrazole-4-carboxylic acid

Product 1

HCID 715350472-Methyl-4-(pyrrolidine-1-carbonyl)-2H-pyrazole-3-carboxylic acid [2-(3-methoxy-pyrrolidin-1-yl)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-amide

Procedure

Using pyrrolidine and 5-[2-(3-Methoxy-pyrrolidin-1-yl)-[1,2,4]triazolo[1,5-a]pyridin-6-ylcarbamoyl]-1-methyl-1H-pyrazole-4-carboxylic acid, the title compound was prepared in the same manner as described for example 2. Off white solid (72 mg, 53%). MS: m/z=439 (M+H+).

Sources & evidence

ORD record: ord-9ccea0f10e3f4a63833d29900cbd26f3
Source dataset: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09227970B2

Reaction notes

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