5-Amino-2-chloropyridine → N-[6-Chloropyridin-3-yl]-6-trifluoromethyl-1-(3-fluorobenzyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

HRID 1019577Notes

Reaction equation

HRID 1019577 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[N:8]=[C:7]2[N:9]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=3)[C:10]([C:12]([OH:14])=O)=[CH:11][C:6]2=[CH:5][CH:4]=1.[NH2:25][C:26]1[CH:27]=[N:28][C:29]([Cl:32])=[CH:30][CH:31]=1>>[Cl:32][C:29]1[N:28]=[CH:27][C:26]([NH:25][C:12]([C:10]2[N:9]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=3)[C:7]3=[N:8][C:3]([C:2]([F:24])([F:23])[F:1])=[CH:4][CH:5]=[C:6]3[CH:11]=2)=[O:14])=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 793055-Amino-2-chloropyridineHCID 669074846-trifluoromethyl-1-[(3-fluorophenyl)methyl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid

Product 1

HCID 86639060N-[6-Chloropyridin-3-yl]-6-trifluoromethyl-1-(3-fluorobenzyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

Procedure

According to a method similar to that described in Stage 6.1, by reacting 0.5 g (1.48 mmol) of 6-trifluoromethyl-1-[(3-fluorophenyl)methyl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid, described in Stage 15.2 with 0.288 (2.22 mmol) of 3-amino-6-chloropyridine, we obtain 0.33 g of the expected compound in the form of a white solid.

Sources & evidence

ORD record
ord-c4c523c5467b4873a4113843bf3451d1
Source dataset
uspto-grants-2014_05
Patent number
US08716273B2

Reaction notes

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