Benzylamine → N-benzylthieno[3,2-d]pyrimidin-4-amine

HRID 50845Notes

Reaction equation

HRID 50845 reaction equation
Cl[C:2]1[C:3]2[S:10][CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH2:11]([NH2:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>COCCO>[CH2:11]([NH:18][C:2]1[C:3]2[S:10][CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 27358214-Chlorothieno[3,2-d]pyrimidine

Product 1

HCID 10610142N-benzylthieno[3,2-d]pyrimidin-4-amineYield 26.2%

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

As described in the previous experiment 4-chlorothieno[3,2-d]pyrimidine (100 mg, 0.586 mmol) and benzylamine (710 μL, 0.645 mmol) in 2-methoxyethanol (2 mL) yields 4-benzylaminothieno[3,2-d]pyrimidine (37 mg, 26%). 1H NMR (DMSO) δ 8.42 (1H, s), 8.12 (1H, d, J=5.5 Hz), 7.39 (1H, d, J=5.3 Hz), 7.40-7.30 (4H, m), 7.24 (1H, t, J=6.8 Hz)

Sources & evidence

ORD record
ord-4b515eeae3b444ba9a0131a8592f7bcd
Source dataset
uspto-grants-2004_03
Patent number
US06713484B2

Reaction notes

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