Methyl 3-bromoisonicotinate → HCID 76282049, compound

HRID 868847Notes

Reaction equation

HRID 868847 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]=[C:19]([F:22])[CH:20]=2)[N:15]([CH3:23])[N:14]=1>>[F:22][C:19]1[CH:20]=[C:21]2[C:16](=[CH:17][CH:18]=1)[N:15]([CH3:23])[N:14]=[C:13]2[NH:12][C:2]1[CH:11]=[N:10][CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 2762700Methyl 3-bromoisonicotinateHCID 152396495-Fluoro-1-methyl-1H-indazol-3-amine

Product 1

HCID 76282049HCID 76282049, compoundYield 23%

Procedure

The title compound was prepared in 23% yield from methyl 3-bromoisonicotinate and 3-amino-5-fluoro-1-methyl-indazole according to the general procedure for Example 6. 1H NMR (400 MHz, DMSO-d6): δ 4.01 (3H, s), 7.31-7.41 (2H, m), 7.67 (1H, dd, J=9.1, 4.1 Hz), 7.78 (1H, d, J=5.0 Hz), 8.16 (1H, d, J=5.0 Hz), 9.49 (1H, s), 10.33 (1H, br s). [M+H] calc'd for C14H11FN4O2, 287; found 287.

Sources & evidence

ORD record
ord-5fa34d27d4d646e3af4293f2ad752884
Source dataset
uspto-grants-2015_03
Patent number
US08969343B2

Reaction notes

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