6-Chloroindole → (3-Acetyl-6-chloro-indol-1-yl)-acetic acid

Reaction equation

[Cl:1]C1C=C2C(C=CN2)=CC=1.[C:11]([C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20](OC(F)(F)F)[CH:21]=2)[N:16]([CH2:28][C:29]([OH:31])=[O:30])[CH:15]=1)(=[O:13])[CH3:12]>>[C:11]([C:14]1[C:22]2[C:17](=[CH:18][C:19]([Cl:1])=[CH:20][CH:21]=2)[N:16]([CH2:28][C:29]([OH:31])=[O:30])[CH:15]=1)(=[O:13])[CH3:12]

Participants

Reactant 2

HCID 871116-Chloroindole

HCID 68284505(3-Acetyl-5-trifluoromethoxy-indol-1-yl)acetic acid

Product 1

HCID 68284278(3-Acetyl-6-chloro-indol-1-yl)-acetic acid

Procedure

was prepared from 6-chloro-1H-indole in a similar manner as described in Scheme A13 for the preparation of (3-acetyl-5-trifluoromethoxy-indol-1-yl)-acetic acid. Brown solid. MS: 252 [M+H]+, 274 [M+Na]+; tR (HPLC conditions k): 2.89 min.

Workup

custom2.89 min.

Sources & evidence

ORD record: ord-8e140a34499549638e1a75b75c1a4514
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09085555B2

Reaction notes

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