2-Amino-5-fluoro-N-methylbenzamide → 2-amino-6-fluoro-N-methylbenzamide

HRID 511376Notes

Reaction equation

HRID 511376 reaction equation
NC1C=CC(F)=CC=1C(NC)=O.[F:13][C:14]1[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-])=O)[C:15]=1[C:16]([NH:18][CH3:19])=[O:17]>>[NH2:24][C:20]1[CH:21]=[CH:22][CH:23]=[C:14]([F:13])[C:15]=1[C:16]([NH:18][CH3:19])=[O:17]

Participants

3

Reactant 2

HCID 431325582-Amino-5-fluoro-N-methylbenzamideHCID 672557082-fluoro-N-methyl-6-nitrobenzamide2×

Product 1

HCID 208067942-amino-6-fluoro-N-methylbenzamide

Procedure

The title compound was prepared according to the procedure for Compound 102A (2-Amino-5-fluoro-N-methylbenzamide) using 2-fluoro-N-methyl-6-nitrobenzamide (Compound 155B). 1H NMR (CDCl3, 400 MHz): δ=2.99 (dd, J=4.80, 1.26 Hz, 3 H), 6.35 (ddd, J=12.88, 8.08, 1.01 Hz, 1 H), 6.44-6.49 (m, 1 H), 7.09 (td, J=8.21, 6.57 Hz, 1 H). MS (ES+): m/z 169.08 [MH+] (TOF, polar).

Sources & evidence

ORD record
ord-8e56aec412594c2181754f7cfa29fcd2
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

Loading…