3-Aminophenylboronic acid → 7-(3-Aminophenyl)-2-chlorothieno[3,2-d]pyrimidin-4-amine

HRID 1485497Notes

Reaction equation

HRID 1485497 reaction equation
Br[C:2]1[C:6]2[N:7]=[C:8]([Cl:12])[N:9]=[C:10]([NH2:11])[C:5]=2[S:4][CH:3]=1.[NH2:13][C:14]1[CH:15]=[C:16](B(O)O)[CH:17]=[CH:18][CH:19]=1>>[NH2:13][C:14]1[CH:19]=[C:18]([C:2]2[C:6]3[N:7]=[C:8]([Cl:12])[N:9]=[C:10]([NH2:11])[C:5]=3[S:4][CH:3]=2)[CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 922693-Aminophenylboronic acidHCID 866756507-Bromo-2-chlorothieno[3,2-d]pyrimidin-4-amine

Product 1

HCID 866756557-(3-Aminophenyl)-2-chlorothieno[3,2-d]pyrimidin-4-amineYield 68.5%

Procedure

The target compound (360 mg, 68% yield) was prepared in the same manner as Step 1 of Example 11 using 7-bromo-2-chlorothieno[3,2-d]pyrimidin-4-amine (500 mg, 1.90 mmol) and 3-aminophenylboronic acid (261 mg, 1.90 mmol).

Sources & evidence

ORD record
ord-1e0b589b524d451c8d9b6eccfb9e51d0
Source dataset
uspto-grants-2016_08
Patent number
US09422307B2

Reaction notes

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