2-Amino-5-fluoro-N-methylbenzamide → HCID 178496528, compound

HRID 511456Notes

Reaction equation

HRID 511456 reaction equation
NC1C=CC(F)=CC=1C(NC)=O.[CH3:13][O:14][C:15]1[CH:16]=[C:17]([CH:27]=[CH:28][C:29]=1[N+:30]([O-])=O)[CH2:18][CH2:19][PH:20](=[O:26])[O:21][CH2:22][CH2:23][O:24][CH3:25]>>[NH2:30][C:29]1[CH:28]=[CH:27][C:17]([CH2:18][CH2:19][PH:20](=[O:26])[O:21][CH2:22][CH2:23][O:24][CH3:25])=[CH:16][C:15]=1[O:14][CH3:13]

Participants

3

Reactant 2

HCID 431325582-Amino-5-fluoro-N-methylbenzamide2×HCID 178496529HCID 178496529, compound2×

Product 1

HCID 178496528HCID 178496528, compound

Procedure

The title compound was prepared according the procedure for 2-Amino-5-fluoro-N-methylbenzamide (Compound 102A) using 2-methoxyethyl (3-methoxy-4-nitrobenzyl)methylphosphinate (Compound 216B). 1H NMR (CDCl3, 400 MHz): δ=1.39 (d, J=13.64 Hz, 3 H), 3.10 (d, J=17.43 Hz, 2 H), 3.39 (s, 3 H), 3.54-3.59 (m, 2 H), 3.87 (s, 3 H), 4.09-4.14 (m, 2 H), 6.66-6.71 (m, 1 H), 6.76-6.79 (m, 1 H), 6.80 (t, J=1.89 Hz, 1 H). MS (ES+): m/z 274.11 [MH+] (TOF, polar).

Sources & evidence

ORD record
ord-0096a8ee9ab541efa3df2294d16720eb
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

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