Formaldehyde → HCID 67354530, compound

HRID 1850650Notes

Reaction equation

[CH3:1][NH:2][C:3]([C:5]1[N:30]([CH:31]2[CH2:35][CH2:34][CH2:33][CH2:32]2)[C:8]2[N:9]=[C:10]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([N:20]4[C:27](=[O:28])[CH2:26][C@H:25]5[NH:29][C@H:22]([CH2:23][CH2:24]5)[CH2:21]4)=[CH:16][N:15]=3)[N:11]=[CH:12][C:7]=2[CH:6]=1)=[O:4].[CH2:36]=O>>[CH3:1][NH:2][C:3]([C:5]1[N:30]([CH:31]2[CH2:35][CH2:34][CH2:33][CH2:32]2)[C:8]2[N:9]=[C:10]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([N:20]4[C:27](=[O:28])[CH2:26][C@H:25]5[N:29]([CH3:36])[C@H:22]([CH2:23][CH2:24]5)[CH2:21]4)=[CH:16][N:15]=3)[N:11]=[CH:12][C:7]=2[CH:6]=1)=[O:4]

Participants

Reactant 2

HCID 712Formaldehyde

HCID 67376962HCID 67376962, compound

Product 1

HCID 67354530HCID 67354530, compoundYield 98%

Procedure

Following general reductive alkylation method 1, 7-cyclopentyl-2-[5-((1R,6S)-4-oxo-3,9-diaza-bicyclo[4.2.1]non-3-yl)-pyridin-2-ylamino]-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid methylamide was combined with formaldehyde which gave 7-cyclopentyl-2-[5-((1R,6S)-9-methyl-4-oxo-3,9-diaza-bicyclo[4.2.1]non-3-yl)-pyridin-2-ylamino]-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid methylamide (100 mg) in 98% yield.

Sources & evidence

ORD record: ord-96577a08991044b185b4313eed3532d0
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08957074B2

Reaction notes

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