Sodium Hydroxide → HCID 178505057, compound

HRID 1864730

Reaction equation

[CH2:1]([N:8]([CH2:26][C@H:27]([OH:49])[CH2:28][O:29][C:30]1[CH:35]=[CH:34][C:33]([O:36][CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[C:32]([NH:44][S:45]([CH3:48])(=[O:47])=[O:46])[CH:31]=1)[CH:9]1[CH2:14][CH2:13][CH:12]([C:15]2[CH:25]=[CH:24][C:18]([C:19]([O:21]CC)=[O:20])=[CH:17][CH:16]=2)[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[CH2:1]([N:8]([CH2:26][C@H:27]([OH:49])[CH2:28][O:29][C:30]1[CH:35]=[CH:34][C:33]([O:36][CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[C:32]([NH:44][S:45]([CH3:48])(=[O:47])=[O:46])[CH:31]=1)[C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]2[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:24][CH:25]=2)[CH2:11][CH2:10]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 4.48 g (5.71 mmol) of ethyl 4-{4-[benzyl((2S)-3-{4-(benzyloxy)-3-[(methylsulfonyl)-amino]phenoxy}-2-hydroxypropyl)amino]cyclohexyl}benzoate and 38 ml of a 1N aqueous sodium hydroxide solution in 114 ml of ethanol is heated at 50° C. overnight. The solvents are evaporated, the medium is taken up in water and a 1N hydrochloric acid solution is gently added to pH=1. The medium is filtered and dried under vacuum. The title compound (4.05 g, 94%) is thus obtained in the form of a white solid (melting point=160° C.).

Workup

customThe solvents are evaporated
additiona 1N hydrochloric acid solution is gently added to pH=1
filtrationThe medium is filtered
customdried under vacuum

Sources & evidence

ORD record: ord-13a9911710e2453baef56f044f7ee701
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07625929B2

Linked notes

Loading…