1-(2-Fluorophenyl)-N-methoxymethanamine → HCID 73855564, compound

HRID 1836476Notes

Reaction equation

HRID 1836476 reaction equation
[CH3:1][C:2]1([CH3:12])[O:6][C:5](=[CH:7][C:8](Cl)=[O:9])[C:4](=[O:11])[O:3]1.[F:13][C:14]1[CH:23]=[CH:22][CH:21]=[CH:20][C:15]=1[CH2:16][NH:17][O:18][CH3:19]>>[CH3:1][C:2]1([CH3:12])[O:6][C:5](=[CH:7][C:8]([N:17]([CH2:16][C:15]2[CH:20]=[CH:21][CH:22]=[CH:23][C:14]=2[F:13])[O:18][CH3:19])=[O:9])[C:4](=[O:11])[O:3]1

Participants

3

Reactant 2

HCID 219474851-(2-Fluorophenyl)-N-methoxymethanamineHCID 85435482(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride

Product 1

HCID 73855564HCID 73855564, compoundYield 84%

Procedure

Reaction of (2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride with N-(2-fluorobenzyl)-O-methyl-hydroxylamine as described in the preparation of compound 1-A gave the title amide as a white solid (84% yield): mp 109-111° C. (ethyl acetate-hexane). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.75 (6H, s, CH3), 3.72 (3H, s, OCH3), 4.92 (2H, s, NCH2), 6.40 (1H, s, CH), 7.03-7.12 (2H, m, aromatics), 7.24-7.30 (1H, m, aromatic), 7.4 (1H, m, aromatic). Anal. calcd. for C15H16FNO5: C, 58.25; H, 5.21; N, 4.52. Found: C, 58.47; H, 5.16; N, 4.66.

Sources & evidence

ORD record
ord-0ca23278fffa44489cf072e9be86a3a3
Source dataset
uspto-grants-2004_08
Patent number
US06777440B2

Reaction notes

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