2-Propanol, reaction products with ammonia, distn. residues → 7-Bromothieno[3,2-d]pyrimidin-2-amine

HRID 2042213Notes

Reaction equation

HRID 2042213 reaction equation
[Br:1][C:2]1[C:6]2[N:7]=[C:8](Cl)[N:9]=[CH:10][C:5]=2[S:4][CH:3]=1.C(O)(C)C.[NH3:16]>>[Br:1][C:2]1[C:6]2[N:7]=[C:8]([NH2:16])[N:9]=[CH:10][C:5]=2[S:4][CH:3]=1

Participants

3

Reactant 2

HCID 183319422-Propanol, reaction products with ammonia, distn. residuesHCID 569657247-Bromo-2-chlorothieno(3,2-d)pyrimidine

Product 1

HCID 671201377-Bromothieno[3,2-d]pyrimidin-2-amineYield 60%

Conditions

Temperature
100 °C

Procedure

7-Bromo-2-chlorothieno[3,2-d]pyrimidine (1.0 g, 4.03 mmol) was dissolved in 2.0 M ammonia isopropanol (10 mL) and stirred at 100° C. for 48 hours in a sealed reactor. The reaction mixture was cooled to room temperature and then concentrated. Purification by chromatography (50% ethyl acetate/hexane) yielded a brown solid compound (560 mg, 60% yield).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationconcentrated
  3. customPurification by chromatography (50% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-9862b7860b4f439c99102ef99dba6a4b
Source dataset
uspto-grants-2013_11
Patent number
US08586580B2

Reaction notes

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