Cyclobutanemethanesulfonamide → HCID 72613067, compound

HRID 2181095Notes

Reaction equation

HRID 2181095 reaction equation
CC1(C)[O:6][C:5](=[CH:7][C:8]([N:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[O:11][CH3:12])=[O:9])[C:4](=[O:21])O1.[CH:23]1([CH2:27][S:28]([NH2:31])(=[O:30])=[O:29])[CH2:26][CH2:25][CH2:24]1>>[F:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][N:10]([O:11][CH3:12])[C:8](=[O:9])[CH:7]=[C:5]([OH:6])[C:4]([NH:31][S:28]([CH2:27][CH:23]2[CH2:26][CH2:25][CH2:24]2)(=[O:30])=[O:29])=[O:21])=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 22485631CyclobutanemethanesulfonamideHCID 730332332-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-(4-fluoro-benzyl)-N-methoxy-acetamide

Product 1

HCID 72613067HCID 72613067, compound

Procedure

2-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-(4-fluoro-benzyl)-N-methoxy-acetamide was treated with cyclobutyl-methanesulfonamide as described in the preparation of compound 1 to yield the title compound. LCMS (M+H) calcd for C17H22FN2O6S: 401.1; found: 401.0. 1H NMR (500 MHz, CDCl3) δ: 1.87 (overlapping m, 3), 1.96 (m, 1), 2.21 (m, 2), 2.86 (heptet, 1, J=8), 3.55 (d, 2, J=7), 3.66 (s, 3), 4.79 (s, 2), 6.53 (s, 1), 7.02 (m, 2), 7.29 (m, 2). 13C NMR (125 MHz, CDCl3) δ: 19.20, 28.12, 30.01, 48.31, 58.99, 63.23, 92.56, 115.72, 115.89, 130.28, 130.35, 131.05, 159.18, 160.12, 161.71, 163.67, 170.87.

Sources & evidence

ORD record
ord-f937cae855b64729926633e09593902a
Source dataset
uspto-grants-2005_05
Patent number
US06890942B2

Reaction notes

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