2,6-Difluoro-3-nitrobenzoyl chloride → (3-Amino-2,6-difluoro-phenyl)-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone

Reaction equation

[F:1][C:2]1[C:10]([N+:11]([O-])=O)=[CH:9][CH:8]=[C:7]([F:14])[C:3]=1[C:4](Cl)=[O:5].[CH3:15][C:16]1[CH:17]=[C:18]2[CH:24]=[CH:23][NH:22][C:19]2=[N:20][CH:21]=1>>[NH2:11][C:10]1[C:2]([F:1])=[C:3]([C:4]([C:24]2[C:18]3[C:19](=[N:20][CH:21]=[C:16]([CH3:15])[CH:17]=3)[NH:22][CH:23]=2)=[O:5])[C:7]([F:14])=[CH:8][CH:9]=1

Participants

Reactant 2

HCID 27817562,6-Difluoro-3-nitrobenzoyl chloride

HCID 205974295-methyl-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 58086440(3-Amino-2,6-difluoro-phenyl)-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone

Procedure

(3-Amino-2,6-difluoro-phenyl)-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone 17 was prepared in two steps from 2,6-difluoro-3-nitro-benzoyl chloride 14 and 5-methyl-1H-pyrrolo[2,3-b]pyridine 15 as shown in Scheme 1a.

Sources & evidence

ORD record: ord-1e7d9015c8dc432380832ceab9661323
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08198273B2

Reaction notes

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