Hydrochloric Acid → HCID 86691726, compound

HRID 1426929Notes

Reaction equation

HRID 1426929 reaction equation
Br[CH2:2][CH2:3][O:4][NH:5][C:6]([C:8]1[CH:9]=[N:10][N:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH2:21][CH2:20][CH2:19][C@@H:18]3[C:22]3[C:23]([O:29]C)=[N:24][CH:25]=[C:26]([F:28])[CH:27]=3)=[N:13][C:12]=12)=[O:7].[ClH:31]>CO>[Cl:31][CH2:2][CH2:3][O:4][NH:5][C:6]([C:8]1[CH:9]=[N:10][N:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH2:21][CH2:20][CH2:19][C@@H:18]3[C:22]3[C:23](=[O:29])[NH:24][CH:25]=[C:26]([F:28])[CH:27]=3)=[N:13][C:12]=12)=[O:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86691727(R)-N-(2-bromoethoxy)-5-(2-(5-fluoro-2-methoxypyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

Product 1

HCID 86691726HCID 86691726, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of (R)-N-(2-bromoethoxy)-5-(2-(5-fluoro-2-methoxypyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide (70 mg, 0.146 mmol) and HCl (4 N dioxane, 3.65 mL, 14.6 mmol) was sealed in a pressure tube and heated at 90° C. for 3 hours. The reaction mixture was then cooled, diluted with MeOH, concentrated, and dried on high vacuum to obtain the desired product which was used in the next step directly without further purification, assuming quantitative conversion.

Workup

  1. customwas sealed in a pressure tube
  2. temperatureThe reaction mixture was then cooled
  3. concentrationconcentrated
  4. customdried on high vacuum

Sources & evidence

ORD record
ord-41c7c0c8be054a9db6d42c567934dd12
Source dataset
uspto-grants-2015_01
Patent number
US08933084B2

Reaction notes

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