Phenylboronic Acid → tert-Butyl 2-(5-chloro-6-phenylpyridin-3-ylamino)-5-methylbenzoate

HRID 42059Notes

Reaction equation

HRID 42059 reaction equation
Br[C:2]1[C:7]([NH:8][C:9]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:10]=2[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[CH:6][C:5]([Cl:23])=[CH:4][N:3]=1.[C:24]1(B(O)O)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[Cl:23][C:5]1[CH:6]=[C:7]([NH:8][C:9]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:10]=2[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH:2]=[N:3][C:4]=1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 58415802Tert-butyl 2-(2-bromo-5-chloropyridin-3-ylamino)-5-methylbenzoate

Product 1

HCID 86657263tert-Butyl 2-(5-chloro-6-phenylpyridin-3-ylamino)-5-methylbenzoate

Procedure

Obtained (0.005 g, 3% of yield) following the procedure described in Example 8 (step A) starting with 0.230 g (0.58 mmol) of Intermediate 20A and 0.106 g (0.87 mmol) of phenylboronic acid.

Workup

  1. customObtained
  2. custom(0.005 g, 3% of yield)

Sources & evidence

ORD record
ord-51e0fb53203e4f64a685adf403811cac
Source dataset
uspto-grants-2013_09
Patent number
US08536165B2

Reaction notes

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