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Methanol → HCID 71061827, compound

HRID 2201876
Notes
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Reaction equation

HRID 2201876 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-f1a34f51733a4efd8220f80631bf5308
Source dataset
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09364466B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes