Ammonium Hydroxide → 7-Methylthieno[3,2-d]pyrimidin-4-amine
Reaction equation
Cl[C:2]1[C:3]2[S:10][CH:9]=[C:8]([CH3:11])[C:4]=2[N:5]=[CH:6][N:7]=1.[OH-].[NH4+:13]>C(O)CCC>[CH3:11][C:8]1[C:4]2[N:5]=[CH:6][N:7]=[C:2]([NH2:13])[C:3]=2[S:10][CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In a sealed tube was added 4-chloro-7-methylthieno[3,2-d]pyrimidine (2.0 g, 10.83 mmol) and ammonium hydroxide (12.65 mmol, 325 mmol) in butanol (7 ml). The reaction was heated to 90 C for 4 hours and then cooled to room temperature. The resulting white precipitate was collected to give 7-methylthieno[3,2-d]pyrimidin-4-amine (1.4 g, 78% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 8.41 (1H, s), 7.74 (1H, s), 7.34 (2H, s), 2.34 (3H, d, J=1.00 Hz).
Workup
- temperatureThe reaction was heated to 90 C for 4 hours
- customThe resulting white precipitate was collected
Sources & evidence
- ORD record
- ord-eef143e26a0e449baefd402e4e31e56e
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08278320B2
Reaction notes
Loading…