Potassium Bromide → HCID 18465727, compound

HRID 2230444Notes

Reaction equation

HRID 2230444 reaction equation
[C:1]([NH:4][CH:5]1[C:11](=[O:12])[N:10]2[CH:13]([C:17]([NH:19][CH:20]([CH:29]([OH:42])[CH2:30][O:31][C:32](=[O:41])[C:33]3[C:38]([Cl:39])=[CH:37][CH:36]=[CH:35][C:34]=3[Cl:40])[CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[O:18])[CH2:14][CH2:15][CH2:16][N:9]2[C:8](=[O:43])[CH2:7][CH2:6]1)(=[O:3])[CH3:2].[K+].[Br-]>C(Cl)Cl>[C:1]([NH:4][CH:5]1[C:11](=[O:12])[N:10]2[CH:13]([C:17]([NH:19][CH:20]([C:29](=[O:42])[CH2:30][O:31][C:32](=[O:41])[C:33]3[C:34]([Cl:40])=[CH:35][CH:36]=[CH:37][C:38]=3[Cl:39])[CH2:21][C:22]([O:24][C:25]([CH3:27])([CH3:26])[CH3:28])=[O:23])=[O:18])[CH2:14][CH2:15][CH2:16][N:9]2[C:8](=[O:43])[CH2:7][CH2:6]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 253877Potassium BromideHCID 18465774HCID 18465774, compound

Product 1

HCID 18465727HCID 18465727, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

was synthesized from 215c by the same method as compound 216e as a glassy white solid (300 mg, 83%): mp 80-125° C.; [α]D23 −89.1 (c 1.08, CH2Cl2); IR (KBr) 3356, 2979, 2935, 1740, 1659, 1532, 1434, 1369, 1276, 1260, 1151; 1H NMR (CDCl3) δ7.39-7.32 (3H, m), 7.13 (1H, d), 6.34 (1H, d), 5.22-5.17 (1H, m), 5.11 (1H, d), 5.04 (1H, d), 4.99-4.88 (2H, m), 4.64-4.52 (1H, m), 3.29-3.11 (1H, m), 3.05-2.67 (4H, m), 2.39-2.29 (1H, m), 2.02 (3H, s), 1.98-1.75 (4H, m), 1.46 (9H, s); Anal. Calcd for C28H34N4Cl2O9: C, 52.42; H, 5.34; N, 8.73. Found: C, 52.53; H, 5.70; N, 7.85. MS (ES−) 643/41/39 (M−1, 100%). Accurate mass calculated for C28H35N4Cl2O9 (MH+): 641.1781. Found: 641.1735. Accurate mass calculated for C28H34N4Cl2O9Na (Mna+): 663.1601. Found: 663.1542.

Sources & evidence

ORD record
ord-6bc67f261c9f42c18b3777bf356eb032
Source dataset
uspto-grants-2002_07
Patent number
US06423840B1

Reaction notes

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