3-(4-Carboxymethyl-benzylsulfanyl)phenylboronic acid → [4-({[3-(8-Chloro-3-methylcinnolin-4-yl)phenyl]thio}methyl)phenyl]acetic acid

HRID 643302Notes

Reaction equation

HRID 643302 reaction equation
[C:1]([CH2:4][C:5]1[CH:21]=[CH:20][C:8]([CH2:9][S:10][C:11]2[CH:12]=[C:13](B(O)O)[CH:14]=[CH:15][CH:16]=2)=[CH:7][CH:6]=1)([OH:3])=[O:2].Br[C:23]1[C:32]2[C:27](=[C:28]([Cl:33])[CH:29]=[CH:30][CH:31]=2)[N:26]=[N:25][C:24]=1[CH3:34]>>[Cl:33][C:28]1[CH:29]=[CH:30][CH:31]=[C:32]2[C:27]=1[N:26]=[N:25][C:24]([CH3:34])=[C:23]2[C:13]1[CH:12]=[C:11]([S:10][CH2:9][C:8]2[CH:20]=[CH:21][C:5]([CH2:4][C:1]([OH:3])=[O:2])=[CH:6][CH:7]=2)[CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 669137793-(4-Carboxymethyl-benzylsulfanyl)phenylboronic acidHCID 685790974-Bromo-8-chloro-3-methylcinnoline

Product 1

HCID 11856167[4-({[3-(8-Chloro-3-methylcinnolin-4-yl)phenyl]thio}methyl)phenyl]acetic acid

Procedure

The title compound was prepared from 3-(4-carboxymethyl-benzylsulfanyl)-phenylboronic acid and 4-bromo-8-chloro-3-methylcinnoline according to the procedure of Step 4 Example 6. MS (ESI) m/z 435; HRMS (ESI, [M+H]+ 435.0924.

Sources & evidence

ORD record
ord-6b883e667b8846bba3650650b5e2c90a
Source dataset
uspto-grants-2010_04
Patent number
US07700595B2

Reaction notes

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