Methoxyacetyl chloride → HCID 178496474, compound

HRID 2411004Notes

Reaction equation

HRID 2411004 reaction equation
[NH2:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9]([C:11]2[C:15]3=[N:16][CH:17]=[CH:18][C:19]([C:20]4[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=4[O:27][CH2:28][CH:29]4[CH2:31][CH2:30]4)=[C:14]3[NH:13][C:12]=2[CH3:32])=[O:10])[CH2:4][CH2:3]1.[CH3:33][O:34][CH2:35][C:36](Cl)=[O:37]>>[CH:29]1([CH2:28][O:27][C:21]2[CH:22]=[C:23]([F:26])[CH:24]=[CH:25][C:20]=2[C:19]2[CH:18]=[CH:17][N:16]=[C:15]3[C:11]([C:9]([NH:8][C@H:5]4[CH2:6][CH2:7][C@@H:2]([NH:1][C:36](=[O:37])[CH2:35][O:34][CH3:33])[CH2:3][CH2:4]4)=[O:10])=[C:12]([CH3:32])[NH:13][C:14]=23)[CH2:30][CH2:31]1

Participants

3

Reactant 2

HCID 96623Methoxyacetyl chlorideHCID 178433570HCID 178433570, compound

Product 1

HCID 178496474HCID 178496474, compound

Procedure

Starting from N-(cis-4-aminocyclohexyl)-7-[2-(cyclopropylmethoxy)-4-fluorophenyl]-2-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide (example D.f6) and commercially available methoxy-acetyl chloride the title compound is obtained as colorless solid.

Sources & evidence

ORD record
ord-e938ab68c2eb4557838055d2fbb35820
Source dataset
uspto-grants-2014_08
Patent number
US08816085B2

Reaction notes

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