Pyrrolidine → HCID 86641605, compound

HRID 1685174Notes

Reaction equation

HRID 1685174 reaction equation
[Cl:1][C:2]1[C:3]2[CH2:10][C:9](=[O:11])[NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[S:12]1[CH:16]=[CH:15][N:14]=[C:13]1[CH:17]=O.N1CCCC1>CO>[Cl:1][C:2]1[C:3]2[C:10](=[CH:17][C:13]3[S:12][CH:16]=[CH:15][N:14]=3)[C:9](=[O:11])[NH:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

5

Reactant 3

HCID 31268PyrrolidineHCID 27349031,3-Thiazole-2-carbaldehydeHCID 120958704-chloro-5H,6H,7H-pyrrolo[2,3-d]pyrimidin-6-one

Product 1

HCID 86641605HCID 86641605, compoundYield 77.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Combine 4-chloro-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one (0.3 g; 0.0017 mol), thiazole-2-carbaldehyde (0.23 mL, 0.0026 mol) in methanol (1.5 mL). Add drop-wise pyrrolidine (0.073 mL; 0.0008 mol). Stir at RT for 15 min. Filter the solids to give the title compound (0.35 g; 76.08%).

Workup

  1. filtrationFilter the solids

Sources & evidence

ORD record
ord-96b6e7643a0640e5a6e21519c83c5e37
Source dataset
uspto-grants-2012_04
Patent number
US08148387B2

Reaction notes

Loading…