3-Carboxyphenylboronic acid → 3-(2-Aminothieno[3,2-d]pyrimidin-7-yl)benzoic acid

HRID 2042222Notes

Reaction equation

HRID 2042222 reaction equation
Br[C:2]1[C:6]2[N:7]=[C:8]([NH2:11])[N:9]=[CH:10][C:5]=2[S:4][CH:3]=1.B([C:15]1[CH:16]=[C:17]([CH:21]=[CH:22][CH:23]=1)[C:18]([OH:20])=[O:19])(O)O>>[NH2:11][C:8]1[N:9]=[CH:10][C:5]2[S:4][CH:3]=[C:2]([C:15]3[CH:16]=[C:17]([CH:21]=[CH:22][CH:23]=3)[C:18]([OH:20])=[O:19])[C:6]=2[N:7]=1

Participants

3

Reactant 2

HCID 27339573-Carboxyphenylboronic acidHCID 671201377-Bromothieno[3,2-d]pyrimidin-2-amine

Product 1

HCID 671201453-(2-Aminothieno[3,2-d]pyrimidin-7-yl)benzoic acidYield 56.3%

Procedure

3-(2-Aminothieno[3,2-d]pyrimidin-7-yl)benzoic acid (800 mg, 56% yield) was prepared in the same manner as Step 6 of Example 1 using 7-bromothieno[3,2-d]pyrimidin-2-amine (1.2 g, 5.24 mmol) and 3-boronobenzoic acid (870 mg, 5.24 mmol).

Sources & evidence

ORD record
ord-ed2ccda147824e538f3748dc7995ba6a
Source dataset
uspto-grants-2013_11
Patent number
US08586580B2

Reaction notes

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