Potassium Bromide → HCID 18465906, compound

HRID 2230449Notes

Reaction equation

HRID 2230449 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]([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(C)(C)C)=[O:18])=[N:11][CH:10]=1.C(NC1C(=O)N2C(C(NC(C(=O)COC(=O)C3C(Cl)=CC=CC=3Cl)CC(O)=O)=O)CCCN2C(=O)CC1)(=O)C1C=CC=CC=1.[K+].[Br-]>CO>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[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:41])=[O:42])[CH2:35][CH2:36][C:37](=[O:38])[N:31]3[CH2:30][CH2:29][CH2:28]2)=[O:26])[CH2:16][C:17]([OH:19])=[O:18])=[N:11][CH:10]=1

Participants

5

Reactant 3

HCID 253877Potassium BromideHCID 18465676HCID 18465676, compoundHCID 18465881HCID 18465881, compound

Product 1

HCID 18465906HCID 18465906, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

was prepared from 219b in an analogus way to compound 217e as a pale cream powder (396 mg, 87%): mp 100-200° C.; [α]D27 −129 (c 0.12, MeOH); IR (KBr) 3310, 3153, 1713, 1667, 1557, 1510, 1432, 1421, 1329, 1273, 1258, 1221, 1193, 1153, 1134, 992, 789; 1H NMR (d6 DMSO) δ7.88 (1H, s), 7.81-7.60 (4H, m), 5.49-5.28 (1H, m), 5.24-5.14 (1H, m), 4.46-4.22 (2H, m), 3.30-3.03 (2H, m), 2.97-2.76 (3H, m), 2.96 (3H, s), 2.46-2.24 (1H, m), 2.16-2.05 (1H, m), 2.03-1.78 (3H, m), 1.68-1.46 (2H, m); MS (ES−) 632/30/28 (M−1, 68%), 149/7/5 (100). Accurate mass calculated for C24H26N5Cl2O9S (MH+): 630.0828. Found: 630.0852.

Sources & evidence

ORD record
ord-baeb6083aca649d9ae7dde6cc43a737e
Source dataset
uspto-grants-2002_07
Patent number
US06423840B1

Reaction notes

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