4-Ethoxycarbonylphenylboronic acid → Ethyl 4-(2-chlorothieno[3,2-d]pyrimidin-7-yl)benzoate

HRID 2042216Notes

Reaction equation

HRID 2042216 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.[CH2:12]([O:14][C:15]([C:17]1[CH:22]=[CH:21][C:20](B(O)O)=[CH:19][CH:18]=1)=[O:16])[CH3:13]>>[Cl:11][C:8]1[N:9]=[CH:10][C:5]2[S:4][CH:3]=[C:2]([C:20]3[CH:21]=[CH:22][C:17]([C:15]([O:14][CH2:12][CH3:13])=[O:16])=[CH:18][CH:19]=3)[C:6]=2[N:7]=1

Participants

3

Reactant 2

HCID 27343504-Ethoxycarbonylphenylboronic acidHCID 569657247-Bromo-2-chlorothieno(3,2-d)pyrimidine

Product 1

HCID 86673216Ethyl 4-(2-chlorothieno[3,2-d]pyrimidin-7-yl)benzoateYield 72%

Procedure

Ethyl 4-(2-chlorothieno[3,2-d]pyrimidin-7-yl)benzoate (185 mg, 72% yield) was prepared in the same manner as Step 6 of Example 1 using 7-bromo-2-chlorothieno[3,2-d]pyrimidine (200 mg, 0.81 mmol) and 4-(ethoxycarbonyl)phenylboronic acid (157 mg, 0.81 mmol).

Sources & evidence

ORD record
ord-7782a415f3054a5d9257fff2bbf7bccd
Source dataset
uspto-grants-2013_11
Patent number
US08586580B2

Reaction notes

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