Ethanol → HCID 733959, compound

HRID 910186Notes

Reaction equation

HRID 910186 reaction equation
Cl[C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:9][S:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH2:17]([NH2:23])[C:18]1[O:22][CH:21]=[CH:20][CH:19]=1.C(N(CC)CC)C.C(O)C>O>[O:22]1[CH:21]=[CH:20][CH:19]=[C:18]1[CH2:17][NH:23][C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:9][S:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 3438FurfurylamineHCID 8471TriethylamineHCID 7087304-Chloro-5-phenylthieno[2,3-d]pyrimidine

Product 1

HCID 733959HCID 733959, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture of 4-chloro-5-phenylthieno[2,3-d]pyrimidine (2.2 g, 0.009 mol), furfurylamine (1.26 g, 0.013 mol), triethylamine (1.3 g) and ethanol (20 ml) was heated under reflux for 2 hours then cooled to ambient temperature and poured into water (50 ml). The resulting solid was collected by filtration, washed with water (30 ml), dried in vacuo and crystallised from a mixture of hexane and toluene to give furan-2-ylmethyl-(5-phenyl-thieno[2,3-d]pyrimidin-4-yl)-amine as a pale yellow solid, m.pt. 77-79° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with water (30 ml)
  5. customdried in vacuo
  6. customcrystallised from a mixture of hexane and toluene

Sources & evidence

ORD record
ord-8c301d4c44884e07aec35342becc2afb
Source dataset
uspto-grants-2011_09
Patent number
US08022076B2

Reaction notes

Loading…