Ammonia methanol → HCID 90449954, compound

HRID 1411240Notes

Reaction equation

HRID 1411240 reaction equation
[NH3:1].CO.[Cl:4][C:5]1[CH:6]=[C:7]2[C:13]3([CH2:17][CH2:16][N:15]([C:18](=[O:24])[C:19]([O:21]CC)=O)[CH2:14]3)[CH2:12][N:11]([C:25](=[O:33])[NH:26][C:27]3[S:28][C:29]([Cl:32])=[CH:30][N:31]=3)[C:8]2=[CH:9][CH:10]=1>O1CCCC1>[NH2:1][C:19](=[O:21])[C:18]([N:15]1[CH2:16][CH2:17][C:13]2([C:7]3[C:8](=[CH:9][CH:10]=[C:5]([Cl:4])[CH:6]=3)[N:11]([C:25]([NH:26][C:27]3[S:28][C:29]([Cl:32])=[CH:30][N:31]=3)=[O:33])[CH2:12]2)[CH2:14]1)=[O:24]

Participants

4

Reactant 2

HCID 21705897Ammonia methanolHCID 90449829HCID 90449829, compound

Product 1

HCID 90449954HCID 90449954, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A saturated solution of ammonia-methanol (0.5 mL) and tetrahydrofuran (0.5 mL) were added to the ethyl 2-(5-chloro-1-((5-chlorothiazol-2-yl)carbamoyl)spiro[indoline-3,3′-pyrrolidin]-1′-yl)-2-oxoacetate (50 mg, 0.106 mmol) obtained in Example 43, and the obtained mixture was then stirred at room temperature for 14 hours. Thereafter, the reaction solution was concentrated in vacuo, and the obtained residue was then washed with chloroform to obtain the captioned compound (29.0 mg, 62%) in the form of a white solid.

Workup

  1. concentrationThereafter, the reaction solution was concentrated in vacuo
  2. washthe obtained residue was then washed with chloroform

Sources & evidence

ORD record
ord-54285bf6f03f4cf8865431318a48c453
Source dataset
uspto-grants-2014_12
Patent number
US08921576B2

Reaction notes

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