Diethyl Ether → HCID 68579748, compound

HRID 446863Notes

Reaction equation

HRID 446863 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C@@H:16]2[CH2:20][CH2:19][CH2:18][N:17]2[C:21](=[O:49])[CH2:22][NH:23][C:24](=[O:48])[C:25]2[CH:30]=[CH:29][C:28]([S:31](=[O:47])(=[O:46])[NH:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=3[O:39][C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)=[CH:27][CH:26]=2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.C(OCC)C.[Cl:55]CCl>C(O)C>[ClH:55].[O:49]=[C:21]([N:17]1[CH2:18][CH2:19][CH2:20][C@H:16]1[C:14]([N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)=[O:15])[CH2:22][NH:23][C:24](=[O:48])[C:25]1[CH:26]=[CH:27][C:28]([S:31](=[O:47])(=[O:46])[NH:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[O:39][C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=2)=[CH:29][CH:30]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6344DichloromethaneHCID 68577687HCID 68577687, compound

Product 1

HCID 68579748HCID 68579748, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of 4-((S)-1-{2-[4-(2-phenoxy-phenylsulfamoyl)-benzoylamino]-acetyl}-pyrrolidine-2-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester (0.115 g, 0.166 mmol) in dichloromethane (2 mL) 9 M hydrogen chloride in ethanol (0.2 mL) was added. The reaction mixture was stirred at room temperature for 2 h, then diethyl ether (20 mL) was added, the precipitated crystals were filtered, washed with diethyl ether and dried to yield 0.089 g (89%) of the title compound. MS (EI) 592.2 (MH+).

Workup

  1. filtrationthe precipitated crystals were filtered
  2. washwashed with diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-6775883a6adf4f25a8d95e38aa273130
Source dataset
uspto-grants-2013_07
Patent number
US08481527B2

Reaction notes

Loading…