Hydrochloric Acid → (7R)-7-[{2-[(tert-butoxycarbonyl) (methyl)amino]ethyl}(methyl)amino]-14-cyclohexyl-3-(pyridin-2-ylmethoxy)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylic acid

HRID 1669419Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]([CH3:50])[CH2:9][CH2:10][N:11]([CH3:49])[C@@H:12]1[CH2:19][N:18]2[C:20]3[CH:21]=[C:22]([C:33]([O:35]C)=[O:34])[CH:23]=[CH:24][C:25]=3[C:26]([CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)=[C:17]2[C:16]2[CH:37]=[CH:38][C:39]([O:41][CH2:42][C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][N:44]=3)=[CH:40][C:15]=2[O:14][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].Cl>O1CCOCC1>[C:1]([O:5][C:6]([N:8]([CH3:50])[CH2:9][CH2:10][N:11]([CH3:49])[C@@H:12]1[CH2:19][N:18]2[C:20]3[CH:21]=[C:22]([C:33]([OH:35])=[O:34])[CH:23]=[CH:24][C:25]=3[C:26]([CH:27]3[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]3)=[C:17]2[C:16]2[CH:37]=[CH:38][C:39]([O:41][CH2:42][C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][N:44]=3)=[CH:40][C:15]=2[O:14][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 60 °C

Procedure

To the solution of methyl (7R)-7-[{2-[(tert-butoxycarbonyl)(methyl)amino]-ethyl}(methyl)amino]-14-cyclohexyl-3-(pyridin-2-ylmethoxy)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate in dioxane (0.1 M) was added 2M KOH solution (3 eq). The mixture was warmed to 60° C. After 4 days the mixture was neutralised by addition of 1N HCl and all volatiles were evaporated in vacuo. The residual material was dried in vacuo and used without further purification. (ES+) m/z 669 (M+H)+.

Workup

customall volatiles were evaporated in vacuo
customThe residual material was dried in vacuo
customused without further purification

Sources & evidence

ORD record: ord-55ac0b830d9749958fd00b974f746353
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07989438B2

Reaction notes

Loading…