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HCID 70560825, compound → HCID 70565237, compound

HRID 1477849
Notes
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Reaction equation

HRID 1477849 reaction equation
C(OC([NH:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[CH:12][N:13]2[C:18]([C:25]1[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=1)([CH2:23][CH3:24])[C:19]([O:21][CH3:22])=[O:20])=O)(C)(C)C>Cl.CO>[NH2:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[CH:12][N:13]2[C:18]([C:25]1[CH:26]=[CH:27][C:28]([Cl:31])=[CH:29][CH:30]=1)([CH2:23][CH3:24])[C:19]([O:21][CH3:22])=[O:20]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 70560825HCID 70560825, compound

Product 1

HCID 70565237HCID 70565237, compound

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

A mixture of methyl 2-(4-(tert-butoxycarbonylamino)-1H-indol-1-yl)-2-(4-chlorophenyl)butanoate (500 mg), as described in Example 3 Step A, in 10 mL of 4 N HCl/MeOH was stirred at room temperature for 1 h. Then the solvent was removed. The residue was dissolved in EA (30 mL) and pH value was adjusted to 9˜10 with saturated aq. NaHCO3. The organic layers was washed with water (10 mL), brine, dried over sodium sulfate and concentrated to give the title product as a pale brown solid. LC/MS m/z=343.2 [M+H]+.

Workup

  1. customThen the solvent was removed
dissolution
The residue was dissolved in EA (30 mL)
  • washThe organic layers was washed with water (10 mL), brine
  • dry with materialdried over sodium sulfate
  • concentrationconcentrated
  • Sources & evidence

    ORD record
    ord-388467ea1a624c76b0790f032a0af0cc
    Source dataset
    uspto-grants-2016_08
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US09403807B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes