1-Phenethylamine, (+)- → (R)-7-bromo-2-chloro-N-(1-phenylethyl)thieno[3,2-d]pyrimidin-4-amine

HRID 1485505Notes

Reaction equation

HRID 1485505 reaction equation
[Br:1][C:2]1[C:6]2[N:7]=[C:8]([Cl:12])[N:9]=[C:10](Cl)[C:5]=2[S:4][CH:3]=1.[C:13]1([C@H:19]([NH2:21])[CH3:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[Br:1][C:2]1[C:6]2[N:7]=[C:8]([Cl:12])[N:9]=[C:10]([NH:21][C@@H:19]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH3:20])[C:5]=2[S:4][CH:3]=1

Participants

3

Reactant 2

HCID 6431891-Phenethylamine, (+)-HCID 183264227-Bromo-2,4-dichlorothieno[3,2-d]pyrimidine

Product 1

HCID 86675660(R)-7-bromo-2-chloro-N-(1-phenylethyl)thieno[3,2-d]pyrimidin-4-amineYield 83%

Procedure

The target compound (540 mg, 83% yield) was prepared in the same manner as Step 1 of Example 44 using 7-bromo-2,4-dichlorothieno[3,2-d]pyrimidine (500 mg, 1.77 mmol) and (R)-1-phenylethanamine (0.68 mL, 5.31 mmol).

Sources & evidence

ORD record
ord-5e44020d9af242eca0592a05214ec008
Source dataset
uspto-grants-2016_08
Patent number
US09422307B2

Reaction notes

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