HCID 21947464, compound → HCID 73855584, compound

HRID 1836500Notes

Reaction equation

HRID 1836500 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.[C:13]([C:15]1[CH:16]=[C:17]([CH:22]=[CH:23][C:24]=1[F:25])[CH2:18][NH:19][O:20][CH3:21])#[N:14]>>[C:13]([C:15]1[CH:16]=[C:17]([CH:22]=[CH:23][C:24]=1[F:25])[CH2:18][N:19]([O:20][CH3:21])[C:8](=[O:9])[CH:7]=[C:5]1[C:4](=[O:11])[O:3][C:2]([CH3:12])([CH3:1])[O:6]1)#[N:14]

Participants

3

Reactant 2

HCID 21947464HCID 21947464, compoundHCID 85435482(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride

Product 1

HCID 73855584HCID 73855584, compoundYield 97%

Procedure

Reaction of (2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride with N-(3-cyano-4-fluorobenzyl)-O-methyl-hydroxylamine as described in the preparation of compound 1-A gave the title amide as white crystals (97% yield): mp 119-120° C. (ethyl acetate-hexane). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.75 (6H, s, CH3), 3.75 (3H, s, OCH3), 4.78 (2H, s, NCH2), 6.36 (1H, s, CH), 7.17 (1H, t, aromatic), 7.58-7.64 (2H, m, aromatics). Anal. calcd for C16H15F2NO5: C, 57.48; H, 4.52; N, 8.38. Found: C, 57.39; H, 4.61; N, 8.32.

Sources & evidence

ORD record
ord-b92de4f5f4e14905a186fc6a42562b76
Source dataset
uspto-grants-2004_08
Patent number
US06777440B2

Reaction notes

Loading…