Methoxyacetyl chloride → HCID 50991524, compound

HRID 1423693Notes

Reaction equation

[NH2:1][C@@H:2]1[CH2:6][C@@H:5]([NH:7][C:8]([C:10]2[C:14]3[N:15]=[CH:16][N:17]=[C:18]([C:19]4[CH:24]=[C:23]([CH:25]([F:27])[F:26])[CH:22]=[CH:21][C:20]=4[O:28][CH2:29][CH:30]4[CH2:32][CH2:31]4)[C:13]=3[NH:12][C:11]=2[CH3:33])=[O:9])[C@H:4]([CH3:34])[CH2:3]1.[CH3:35][O:36][CH2:37][C:38](Cl)=[O:39]>>[CH:30]1([CH2:29][O:28][C:20]2[CH:21]=[CH:22][C:23]([CH:25]([F:27])[F:26])=[CH:24][C:19]=2[C:18]2[C:13]3[NH:12][C:11]([CH3:33])=[C:10]([C:8]([NH:7][C@@H:5]4[CH2:6][C@@H:2]([NH:1][C:38](=[O:39])[CH2:37][O:36][CH3:35])[CH2:3][C@H:4]4[CH3:34])=[O:9])[C:14]=3[N:15]=[CH:16][N:17]=2)[CH2:32][CH2:31]1

Participants

Reactant 2

HCID 96623Methoxyacetyl chloride

HCID 67956107HCID 67956107, compound

Product 1

HCID 50991524HCID 50991524, compound

Procedure

Starting from N-[(1R*,2R*,4S*)-4-amino-2-methylcyclopentyl]-4-[2-(cyclopropylmethoxy)-5-(difluoromethyl)phenyl]-6-methyl-5H-pyrrolo[3,2-d]pyrimidine-7-carboxamide (example D.f69) and commercially available methoxy-acetyl chloride the title compound is obtained as colorless solid.

Sources & evidence

ORD record: ord-b06b047b944b45a3b51885751bd833fe
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08927557B2

Reaction notes

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