Water → HCID 50991641, compound

HRID 240850Notes

Reaction equation

HRID 240850 reaction equation
[OH-].[Na+].C(OC([O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[C:25]3[C:20](=[CH:21][C:22]([N:26]4[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28][CH2:27]4)=[CH:23][CH:24]=3)[N:19]([C:39]3[CH:44]=[CH:43][N:42]=[CH:41][CH:40]=3)[CH:18]=2)=[CH:13][CH:12]=1)=O)(C)(C)C.O>CO>[OH:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[C:25]3[C:20](=[CH:21][C:22]([N:26]4[CH2:27][CH2:28][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:30][CH2:31]4)=[CH:23][CH:24]=3)[N:19]([C:39]3[CH:40]=[CH:41][N:42]=[CH:43][CH:44]=3)[CH:18]=2)=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 50991640HCID 50991640, compound

Product 1

HCID 50991641HCID 50991641, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2 N sodium hydroxide aqueous solution (18 μL, 0.035 mmol) was added to a mixture solution of tert-butyl 4-(3-(4-(tert-butoxycarbonyloxy)phenyl)-1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylate (10 mg, 0.018 mmol) in methanol (0.5 mL) at room temperature. After stirring at room temperature for 3.5 hours, followed by addition of water, the mixture was extracted with ethyl acetate. The collected organic layer was washed with brine and concentrated under reduced pressure by drying with anhydrous magnesium sulfate. The target compound was obtained as white solid.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe collected organic layer was washed with brine
  3. concentrationconcentrated under reduced pressure
  4. dry with materialby drying with anhydrous magnesium sulfate
  5. customThe target compound was obtained as white solid

Sources & evidence

ORD record
ord-76aa79eb274241adada34f97027e6f7b
Source dataset
uspto-grants-2014_02
Patent number
US08648089B2

Reaction notes

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