2-(4-(benzyloxy)-7-bromo-5-fluoro-1-methyl-1H-indol-3-yl)acetic acid → 2-(4-(benzyloxy)-7-bromo-5-fluoro-1-methyl-1H-indol-3-yl)-N-methyl acetamide

HRID 1404137Notes

Reaction equation

HRID 1404137 reaction equation
C(OC1C=C(F)C=C2C=1C(CC(N1CC3C(=CC=CC=3)C1)=O)=[CH:12][N:13]2CC)C1C=CC=CC=1.[CH2:33]([O:40][C:41]1[C:49]([F:50])=[CH:48][C:47]([Br:51])=[C:46]2[C:42]=1[C:43]([CH2:53][C:54]([OH:56])=O)=[CH:44][N:45]2[CH3:52])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>>[CH2:33]([O:40][C:41]1[C:49]([F:50])=[CH:48][C:47]([Br:51])=[C:46]2[C:42]=1[C:43]([CH2:53][C:54]([NH:13][CH3:12])=[O:56])=[CH:44][N:45]2[CH3:52])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

3

Reactant 2

HCID 583040362-(4-(benzyloxy)-7-bromo-5-fluoro-1-methyl-1H-indol-3-yl)acetic acidHCID 672350282-(4-(benzyloxy)-1-ethyl-6-fluoro-1H-indol-3-yl)-1-(isoindolin-2-yl)ethanone

Product 1

HCID 583040222-(4-(benzyloxy)-7-bromo-5-fluoro-1-methyl-1H-indol-3-yl)-N-methyl acetamideYield 96%

Procedure

Following the procedure (step 1, scheme 31) used to prepare compound 31-2, compound 33-4 gave compound 33-5 in 96% yield as a yellow solid. LRMS: calc 404.0 and found: 405.0 [M+1].

Sources & evidence

ORD record
ord-a327eb772e3e4ea384b063bf6cf40c4f
Source dataset
uspto-grants-2014_12
Patent number
US08912220B2

Reaction notes

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