Thiophene-3-boronic acid → 2-Phenyl-6-(thiophen-3-yl)pyrimidine-4-carboxylic acid

HRID 1896154Notes

Reaction equation

HRID 1896154 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([C:14]([OH:16])=[O:15])[CH:3]=1.[S:17]1[CH:21]=[CH:20][C:19](B(O)O)=[CH:18]1>>[C:8]1([C:6]2[N:5]=[C:4]([C:14]([OH:16])=[O:15])[CH:3]=[C:2]([C:19]3[CH:20]=[CH:21][S:17][CH:18]=3)[N:7]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 581760Thiophene-3-boronic acidHCID 574316986-Chloro-2-phenylpyrimidine-4-carboxylic acid

Product 1

HCID 684442932-Phenyl-6-(thiophen-3-yl)pyrimidine-4-carboxylic acid

Procedure

This compound was prepared using a method analogous to that of Example 32, step 32.1, 6-chloro-2-phenyl-pyrimidine-4-carboxylic acid replacing intermediate 14.1 and thiophene-3-boronic acid replacing phenylboronic acid. The crude was however crystallized (EtOH/H20 2/1). LC-MS (A): tR=1.03 min; [M+H]+: 283.03.

Workup

  1. customThis compound was prepared
  2. customThe crude was however crystallized (EtOH/H20 2/1)

Sources & evidence

ORD record
ord-b2881ada9da5452398a133824c769373
Source dataset
uspto-grants-2013_08
Patent number
US08518912B2

Reaction notes

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