Hydrochloric Acid → HCID 66674192, compound

HRID 421943Notes

Reaction equation

[OH-].[K+].[CH:3]1([C:9]2[C:10]3[CH:11]=[CH:12][C:13]([C:47]([O:49]C)=[O:48])=[CH:14][C:15]=3[N:16]3[C:22]=2[C:21]2[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=2[O:19][CH:18]([CH2:27][N:28]([CH3:46])[CH2:29][CH2:30][N:31]([CH3:45])[CH2:32][CH2:33][S:34](=[O:44])(=[O:43])[NH:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH2:17]3)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.Cl>C1COCC1.CCOCC>[CH:3]1([C:9]2[C:10]3[CH:11]=[CH:12][C:13]([C:47]([OH:49])=[O:48])=[CH:14][C:15]=3[N:16]3[C:22]=2[C:21]2[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=2[O:19][CH:18]([CH2:27][N:28]([CH3:46])[CH2:29][CH2:30][N:31]([CH3:45])[CH2:32][CH2:33][S:34](=[O:44])(=[O:43])[NH:35][CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH2:17]3)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]1

Participants

Conditions

Temperature: 60 °C

Procedure

KOH (5.0 eq.) was added to a solution of methyl 13-cyclohexyl-6-(2,5-dimethyl-8,8-dioxido-10-phenyl-8-thia-2,5,9-triazadec-1-yl)-6,7-dihydroindolo[1,2-d][1,4]benzoxazepine-10-carboxylate (0.02 M) in dioxane/H2O (1/1). The reaction was heated at 60° C. for 4.5 h. The reaction was allowed to cool to RT and acidified with 1N HCl (aq), the mixture was extracted two times with DCM. The combined organics were washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to afford the product (quant.). (ES+) m/z 659 (M+H)+.

Workup

temperatureto cool to RT
extractionthe mixture was extracted two times with DCM
washThe combined organics were washed with brine
dry with materialdried (Na2SO4)
filtrationfiltered
concentrationconcentrated in vacuo
customto afford the product (quant.)

Sources & evidence

ORD record: ord-27f786d116c94ac28241bb43185975ea
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08101595B2

Reaction notes

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