Methyl 3-bromoisonicotinate → HCID 76282291, compound

HRID 868850Notes

Reaction equation

HRID 868850 reaction equation
Br[C:2]1[CH:11]=[N:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[NH2:12][C:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][C:20]=2[F:22])[N:15]([CH3:23])[N:14]=1>>[F:22][C:20]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:21]=1[C:13]([NH:12][C:2]1[CH:11]=[N:10][CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5])=[N:14][N:15]2[CH3:23]

Participants

3

Reactant 2

HCID 2762700Methyl 3-bromoisonicotinateHCID 152396484-Fluoro-1-methyl-1H-indazol-3-amine

Product 1

HCID 76282291HCID 76282291, compoundYield 34%

Procedure

The title compound was prepared in 34% yield from methyl 3-bromoisonicotinate and 3-amino-4-fluoro-1-methyl-indazole according to the general procedure for Example 6. 1H NMR (400 MHz, DMSO-d6): δ 4.00 (3H, s), 6.84-6.89 (1H, m), 7.39-7.42 (2H, m), 7.80 (1H, d, J=5.0 Hz), 8.21 (1H, d, J=5.0 Hz), 9.90 (1H, s), 10.88 (1H, br s), 14.22 (1H, br s). [M+H] calc'd for C14H11FN4O2, 287; found 287.

Sources & evidence

ORD record
ord-9557e2c11a8d46c7b6503b60c3f48392
Source dataset
uspto-grants-2015_03
Patent number
US08969343B2

Reaction notes

Loading…