Acetyl chloride → 1-(6-Bromo-3-methyl-3-pyridin-2-yl-2,3-dihydro-indol-1-yl)-ethanone

Reaction equation

[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:17])([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=3)[CH2:7][NH:8]2)=[CH:4][CH:3]=1.[C:18](Cl)(=[O:20])[CH3:19]>>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:17])([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=3)[CH2:7][N:8]2[C:18](=[O:20])[CH3:19])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 6367Acetyl chloride

HCID 867240286-bromo-3-methyl-3-pyridin-2-yl-2,3-dihydro-1H-indole

Product 1

HCID 709816221-(6-Bromo-3-methyl-3-pyridin-2-yl-2,3-dihydro-indol-1-yl)-ethanone

Procedure

Following similar methods to those described in Preparation 335 using 6-bromo-3-methyl-3-pyridin-2-yl-2,3-dihydro-1H-indole (1.2 g, 4.1 mmol), acetyl chloride (360 μL, 5 mmol) and TEA (721 μL, 5 mmol) gave the title compound as a pale yellow oil. MS: [M+H]+=331.

Sources & evidence

ORD record: ord-b42744f2103c47edbcfbfe272371e95f
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09018214B2

Reaction notes

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