Hydrochloric Acid → HCID 67346620, compound

HRID 1669438Notes

Reaction equation

[CH2:1]([N:8]([CH2:39][CH2:40][NH:41][C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[C@@H:9]1[CH2:16][N:15]2[C:17]3[CH:18]=[C:19]([C:30]([O:32]C)=[O:31])[CH:20]=[CH:21][C:22]=3[C:23]([CH:24]3[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]3)=[C:14]2[C:13]2[CH:34]=[CH:35][C:36]([F:38])=[CH:37][C:12]=2[O:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].Cl>O1CCOCC1>[CH2:1]([N:8]([CH2:39][CH2:40][NH:41][C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[C@@H:9]1[CH2:16][N:15]2[C:17]3[CH:18]=[C:19]([C:30]([OH:32])=[O:31])[CH:20]=[CH:21][C:22]=3[C:23]([CH:24]3[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]3)=[C:14]2[C:13]2[CH:34]=[CH:35][C:36]([F:38])=[CH:37][C:12]=2[O:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of methyl (7R)-7-(benzyl{2-[(tert-butoxycarbonyl)amino]ethyl}amino)-14-cyclohexyl-3-fluoro-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate in dioxane (0.1 M) was added 2M KOH aqueous solution (3 eq). The mixture was warmed to 60° C. After 2 h the mixture was neutralized by addition of 1N aqueous HCl and all volatiles were evaporated in vacuo. The residual material was taken up with EtOAc and water. The organic phase was separated and the aqueous layer was extracted with EtOAc. After drying the organic phases over Na2SO4 all volatiles were evaporated in vacuo (97%). (ES+) m/z 652 (M+H)+.

Workup

customall volatiles were evaporated in vacuo
customThe organic phase was separated
extractionthe aqueous layer was extracted with EtOAc
dry with materialAfter drying the organic phases over Na2SO4 all volatiles
customwere evaporated in vacuo (97%)

Sources & evidence

ORD record: ord-3b5321c3e32c496d8ef41a6036b75f86
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07989438B2

Reaction notes

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