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

HRID 2042219Notes

Reaction equation

HRID 2042219 reaction equation
Br[C:2]1[C:6]2[N:7]=[C:8]([Cl: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>>[Cl: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 569657247-Bromo-2-chlorothieno(3,2-d)pyrimidine

Product 1

HCID 866732193-(2-Chlorothieno[3,2-d]pyrimidin-7-yl)benzoic acidYield 65.4%

Procedure

3-(2-Chlorothieno[3,2-d]pyrimidin-7-yl)benzoic acid (380 mg, 65% yield) was prepared in the same manner as Step 6 of Example 1 using 7-bromo-2-chlorothieno[3,2-d]pyrimidine (500 mg, 2.0 mmol) and 3-boronobenzoic acid (332 mg, 2.0 mmol).

Sources & evidence

ORD record
ord-de5cda2836df4e9d823c360cc2d641ff
Source dataset
uspto-grants-2013_11
Patent number
US08586580B2

Reaction notes

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