Ammonia → HCID 90399257, compound

HRID 1752436Notes

Reaction equation

HRID 1752436 reaction equation
[C:1]([C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9]1[N:14]=[C:13]([Cl:15])[N:12]=[C:11]([C:16]([O:18]C)=O)[CH:10]=1)(=[O:3])[NH2:2].[NH3:20]>CO>[C:1]([C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9]1[N:14]=[C:13]([Cl:15])[N:12]=[C:11]([C:16]([NH2:20])=[O:18])[CH:10]=1)(=[O:3])[NH2:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 89426061HCID 89426061, compound

Product 1

HCID 90399257HCID 90399257, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of (S)-methyl 6-(2-carbamoylpyrrolidin-1-yl)-2-chloropyrimidine-4-carboxylate (0.849 g, 2.98 mmol) in 7M ammonia in MeOH (5.0 mL) was stirred at ambient temperature overnight and then filtered. The filter cake was washed with methanol (1×2 mL)) and dried under vacuum at 40° C. to give (S)-6-(2-carbamoylpyrrolidin-1-yl)-2-chloropyrimidine-4-carboxamide as a white powder (0.611 g, 2.27 mmol, 76% yield). LC/MS: m/z=270.2 [M+H]+.

Workup

  1. filtrationfiltered
  2. washThe filter cake was washed with methanol (1×2 mL)) and
  3. customdried under vacuum at 40° C.

Sources & evidence

ORD record
ord-3ffb95f066a640019082b46d3f12c402
Source dataset
uspto-grants-2015_10
Patent number
US09163008B2

Reaction notes

Loading…