5-Amino-2-chloropyridine → HCID 86631225, compound

HRID 506526Notes

Reaction equation

HRID 506526 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)[C:7]([C:19]([OH:21])=O)=[CH:6]2.[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([NH2:31])=[CH:27][N:26]=1>>[Cl:24][C:25]1[N:26]=[CH:27][C:28]([NH:31][C:19]([C:7]2[N:8]([CH2:12][C:13]3[CH:14]=[CH:15][N:16]=[CH:17][CH:18]=3)[C:9]3[C:5]([CH:6]=2)=[CH:4][C:3]([C:2]([F:1])([F:22])[F:23])=[CH:11][CH:10]=3)=[O:21])=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 793055-Amino-2-chloropyridineHCID 68431588HCID 68431588, compound

Product 1

HCID 86631225HCID 86631225, compoundYield 74.4%

Procedure

The process is carried out according to the method described in example 3.1, using 0.5 g (1.56 mmol) of 5-trifluoromethyl-1-[(pyridin-4-yl)methyl]-1H-indole-2-carboxylic acid, prepared in step 16.1, and 0.22 g (1.72 mmol) of 2-chloro-5-aminopyridine. 0.5 g of the expected product is isolated by this method, which product is used as it is in the rest of the synthesis.

Sources & evidence

ORD record
ord-e70d385f937c44349e6208c3fd83e666
Source dataset
uspto-grants-2010_08
Patent number
US07786104B2

Reaction notes

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