Potassium Hydroxide → HCID 67345302, compound

HRID 1669458Notes

Reaction equation

HRID 1669458 reaction equation
[C:1]([O:5][C:6]([NH:8][S:9]([N:12]([CH3:51])[CH:13]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][N:20]([CH3:50])[C@@H:21]2[CH2:28][N:27]3[C:29]4[CH:30]=[C:31]([C:42]([O:44]C)=[O:43])[CH:32]=[CH:33][C:34]=4[C:35]([CH:36]4[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]4)=[C:26]3[C:25]3[CH:46]=[CH:47][CH:48]=[CH:49][C:24]=3[O:23][CH2:22]2)[CH2:14]1)(=[O:11])=[O:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+]>O1CCOCC1>[C:1]([O:5][C:6]([NH:8][S:9]([N:12]([CH3:51])[CH:13]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][N:20]([CH3:50])[C@@H:21]2[CH2:28][N:27]3[C:29]4[CH:30]=[C:31]([C:42]([OH:44])=[O:43])[CH:32]=[CH:33][C:34]=4[C:35]([CH:36]4[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]4)=[C:26]3[C:25]3[CH:46]=[CH:47][CH:48]=[CH:49][C:24]=3[O:23][CH2:22]2)[CH2:14]1)(=[O:11])=[O:10])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 67345174HCID 67345174, compound

Product 1

HCID 67345302HCID 67345302, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

A solution of methyl (7R)-7-[(2-{3-[{[(tert-butoxycarbonyl)amino]sulfonyl}(methyl)amino]pyrrolidin-1-yl}ethyl)(methyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate in dioxane was treated with aqueous KOH (1M) (3 eq) and heated at 70° C. for 1 h. The residue obtained after evaporation of all volatiles was taken into EtOAc, acidified with HCl (1N), and the organics washed with brine, dried and concentrated in vacuo to get the title compound as a white powder. (ES+) m/z 710 (M+H)+.

Workup

  1. customThe residue obtained
  2. customafter evaporation of all volatiles
  3. washthe organics washed with brine
  4. customdried
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a8fd0952bac64f4eb4dc1b40f93b7abb
Source dataset
uspto-grants-2011_08
Patent number
US07989438B2

Reaction notes

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