Ammonium Hydroxide → 7-Methylthieno[3,2-d]pyrimidin-4-amine

HRID 2059827

Reaction equation

HRID 2059827 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]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 27775864-Chloro-7-methylthieno(3,2-d)pyrimidine

Product 1

HCID 575168887-Methylthieno[3,2-d]pyrimidin-4-amineYield 78.2%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

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

  1. temperatureThe reaction was heated to 90 C for 4 hours
  2. customThe resulting white precipitate was collected

Sources & evidence

ORD record
ord-eef143e26a0e449baefd402e4e31e56e
Source dataset
uspto-grants-2012_10
Patent number
US08278320B2

Linked notes

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