Potassium Bromide → HCID 18465881, compound

HRID 2230448Notes

Reaction equation

HRID 2230448 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[O:13][C:12]([CH:14]([OH:45])[CH:15]([NH:24][C:25]([CH:27]2[N:32]3[C:33](=[O:44])[CH:34]([NH:39][S:40]([CH3:43])(=[O:42])=[O:41])[CH2:35][CH2:36][C:37](=[O:38])[N:31]3[CH2:30][CH2:29][CH2:28]2)=[O:26])[CH2:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[N:11][CH:10]=1.C(NC1C(=O)N2C(C(NC(C(=O)COC(=O)C3C(Cl)=CC=CC=3Cl)CC(OC(C)(C)C)=O)=O)CCCN2C(=O)CC1)(=O)C1C=CC=CC=1.[K+].[Br-]>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[O:13][C:12]([C:14](=[O:45])[CH:15]([NH:24][C:25]([CH:27]2[N:32]3[C:33](=[O:44])[CH:34]([NH:39][S:40]([CH3:43])(=[O:42])=[O:41])[CH2:35][CH2:36][C:37](=[O:38])[N:31]3[CH2:30][CH2:29][CH2:28]2)=[O:26])[CH2:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[N:11][CH:10]=1

Participants

5

Reactant 3

HCID 253877Potassium BromideHCID 18465810HCID 18465810, compoundHCID 18465818HCID 18465818, compound

Product 1

HCID 18465881HCID 18465881, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

was prepared from 218b in an analogous way to compound 216e as an off-white powder (675 mg, 81%) mp 100-200° C.; [α]D24 −84.9 (c 1.01, CH2Cl2); IR (KBr) 3336, 2978, 2936, 1719, 1674, 1510, 1433, 1421, 1369, 1329, 1274, 1257, 1155, 991, 789; 1H NMR (CDCl3) δ7.47-7.38 (4H, m), 7.24 (1H, d), 5.61-5.53 (1H, m), 5.48 (1H, d), 5.38-5.30 (1H, m), 4.67-4.45 (2H, m), 3.48-3.18 (2H, m), 3.04-2.90 (2H, m), 2.97 (3H, s), 2.69-2.54 (1H, m), 2.42-2.32 (1H, m), 2.22-2.15 (1H, m), 2.07-1.93 (3H, m), 1.71-1.65 (2H, m), 1.38 (9H, s); Anal. Calcd for C28H33N3Cl2O9S: C, 48.98; H, 4.84; N, 10.20; S, 4.67. Found: C, 48.73; H, 4.95; N, 9.65; S, 4.54. MS (ES+) 692/90/88 (M+ +1, 100%), 636/4/2 . (71). Accurate mass calculated for C28H34N5Cl2O9S (MH+): 686.1454. Found: 686.1474.

Sources & evidence

ORD record
ord-01888f8c87c849a8b3264e0cc1f8d3aa
Source dataset
uspto-grants-2002_07
Patent number
US06423840B1

Reaction notes

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