Methanol → HCID 71061827, compound

HRID 875482Notes

Reaction equation

HRID 875482 reaction equation
C1(C([N:6]2[C:14]3[CH:13]=[C:12]([N:15]([C:21]([CH3:28])([CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH3:22])[C:16]([CH:18]4[CH2:20][CH2:19]4)=[O:17])[N:11]=[CH:10][C:9]=3[CH:8]=[CH:7]2)=O)CC1.C(=O)([O-])[O-].[K+].[K+].CO>O>[NH:6]1[C:14]2[CH:13]=[C:12]([N:15]([C:21]([CH3:28])([CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH3:22])[C:16]([CH:18]3[CH2:19][CH2:20]3)=[O:17])[N:11]=[CH:10][C:9]=2[CH:8]=[CH:7]1

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 71061818N-[1-(cyclopropylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-6-yl]-N-(2,4,4-trimethylpentan-2-yl)cyclopropanecarboxamide

Product 1

HCID 71061827HCID 71061827, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of N-[1-(cyclopropylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-6-yl]-N-(2,4,4-trimethylpentan-2-yl)cyclopropanecarboxamide (65 mg, 0.16 mmol), potassium carbonate, methanol and water was stirred at room temperature for 20 minutes. Methanol was removed under vacuum. The residue was stirred in water for 30 minutes. The precipitated solid was filtered and dried to 47 mg (90%) N-(1H-pyrrolo[3,2-c]pyridin-6-yl)-N-(2,4,4-trimethylpentan-2-yl)cyclopropane carboxamide.

Workup

  1. customMethanol was removed under vacuum
  2. stirringThe residue was stirred in water for 30 minutes
  3. filtrationThe precipitated solid was filtered
  4. dry with materialdried to 47 mg (90%) N-(1H-pyrrolo[3,2-c]pyridin-6-yl)-N-(2,4,4-trimethylpentan-2-yl)cyclopropane carboxamide

Sources & evidence

ORD record
ord-b4a7062d0cd540a689a3a1840a1cf839
Source dataset
uspto-grants-2015_03
Patent number
US08980911B2

Reaction notes

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