Isoxazole, 4-(chloromethyl)-3,5-dimethyl- → HCID 11583888, compound

HRID 1453728Notes

Reaction equation

HRID 1453728 reaction equation
C([O:5][C:6](=[O:30])[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH:17]2[C:21]3[CH:22]=[CH:23][C:24]([F:26])=[CH:25][C:20]=3[S:19](=[O:28])(=[O:27])[NH:18]2)=[C:9]1[CH3:29])(C)(C)C.Cl[CH2:32][C:33]1[C:34]([CH3:39])=[N:35][O:36][C:37]=1[CH3:38]>>[CH3:39][C:34]1[C:33]([CH2:32][N:18]2[CH:17]([C:10]3[C:11]4[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=4)[N:8]([CH2:7][C:6]([OH:5])=[O:30])[C:9]=3[CH3:29])[C:21]3[CH:22]=[CH:23][C:24]([F:26])=[CH:25][C:20]=3[S:19]2(=[O:28])=[O:27])=[C:37]([CH3:38])[O:36][N:35]=1

Participants

3

Reactant 2

HCID 88246Isoxazole, 4-(chloromethyl)-3,5-dimethyl-HCID 67317400HCID 67317400, compound

Product 1

HCID 11583888HCID 11583888, compound

Procedure

The title compound was prepared by the method described for example 14 using the product from example 13, step e) and chloromethyl-3,5-dimethyl-isoxazole. 1H NMR (DMSO-d6) δ 13.1 (bs, 1H), 7-99 (dd, J=2.4, 7.5 Hz, 1H), 7.47 (dt, J=2.1, 8.8 Hz, 1H), 7.14-6.74 (m, 4H), 5.93 (s, 1H), 5.01 (s, 2H), 4.02 (d, J=15 Hz, 1H), 3.98 (d, 1H, J=15 Hz, 1H), 2.40 (s, 3H), 2.04 (s, 3H), 1.71 (s, 3H); MS: ESI (negative): 482 (M−H).

Sources & evidence

ORD record
ord-de185902fc6740c0835e10250d56c0c9
Source dataset
uspto-grants-2009_01
Patent number
US07476667B2

Reaction notes

Loading…