Propionyl chloride → HCID 67956025, compound

HRID 1423800Notes

Reaction equation

Cl.[NH2:2][C@H:3]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9]([C:11]2[C:15]3[N:16]=[CH:17][N:18]=[C:19]([C:20]4[CH:25]=[C:24]([CH:26]([F:28])[F:27])[CH:23]=[CH:22][C:21]=4[O:29][CH2:30][CH:31]4[CH2:33][CH2:32]4)[C:14]=3[NH:13][C:12]=2[CH3:34])=[O:10])[CH2:4]1.[C:35](Cl)(=[O:38])[CH2:36][CH3:37]>>[CH:31]1([CH2:30][O:29][C:21]2[CH:22]=[CH:23][C:24]([CH:26]([F:28])[F:27])=[CH:25][C:20]=2[C:19]2[C:14]3[NH:13][C:12]([CH3:34])=[C:11]([C:9]([NH:8][C@H:5]4[CH2:6][CH2:7][C@H:3]([NH:2][C:35](=[O:38])[CH2:36][CH3:37])[CH2:4]4)=[O:10])[C:15]=3[N:16]=[CH:17][N:18]=2)[CH2:33][CH2:32]1

Participants

Reactant 2

HCID 62324Propionyl chloride

HCID 67956240HCID 67956240, compound

Product 1

HCID 67956025HCID 67956025, compound

Procedure

Starting from N-[(1S,3S)-3-aminocyclopentyl]-4-[2-(cyclopropylmethoxy)-5-(difluoromethyl)phenyl]-6-methyl-5H-pyrrolo[3,2-d]pyrimidine-7-carboxamide hydrochloride (example D.f64) and commercially available propionyl chloride the title compound is obtained as colorless solid.

Sources & evidence

ORD record: ord-2db74f6f728a4e9086eac5db2bd98778
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08927557B2

Reaction notes

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