HCID 11798431, compound → HCID 10787715, compound

HRID 1274152Notes

Reaction equation

C([O:5][C:6](=[O:33])[C:7]1[CH:12]=[CH:11][C:10]([NH:13][CH:14]2[CH2:19][CH2:18][N:17]([S:20]([C:23]3[CH:32]=[CH:31][C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH:24]=3)(=[O:22])=[O:21])[CH2:16][CH2:15]2)=[CH:9][CH:8]=1)(C)(C)C>Cl>[CH:24]1[C:25]2[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:31]=[CH:32][C:23]=1[S:20]([N:17]1[CH2:16][CH2:15][CH:14]([NH:13][C:10]2[CH:9]=[CH:8][C:7]([C:6]([OH:33])=[O:5])=[CH:12][CH:11]=2)[CH2:19][CH2:18]1)(=[O:21])=[O:22]

Participants

Conditions

Temperature: 25 °C

Procedure

A solution of (9) (0.05 g, 0.12 mmol) in HCl (2 mL, 4M in 1,4-dioxane) was capped with a drying tube and stirred at 25° C. for 12 h. The reaction mixture was then concentrated to give a pale yellow oily residue (0.03 g, 68%); 1H NMR (DMSO) δ 8.44 (s, 1H), 8.20 (m, 1H), 8.09 (m, 1H), 7.72 (m, 4H), 7.57 (d, 2H, J=5.7), 6.50 (d, 2H, J=6.8), 3.60 (m, 2H), 3.25 (m, 1H), 2.55 (m, 2H), 1.93 (d, 2H, J=11.9), 1.45 (m, 2H); 13C NMR (DMSO) δ 167.4, 151.3, 134.4, 132.7, 131.9, 131.1, 129.3, 129.0, 128.6, 127.9, 122.9, 111.2, 47.2, 45.0, 30.6; HRMS (FAB) m/z 411.1366 (M+H)+ (C22H22N2O4S requires 411.1379); Anal. (C22H22N2O4S·2HCl·2H2O) C, H, N.

Workup

concentrationThe reaction mixture was then concentrated

Sources & evidence

ORD record: ord-832946987f064216b4acf9b01ef931dd
Source dataset: uspto-grants-2000_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06156758

Reaction notes

Loading…