Cyclopropylboronic acid → tert-Butyl 2-(6-(2-cyclopropylphenyl)-5-methylpyridin-3-ylamino)-5-methylbenzoate

HRID 42067Notes

Reaction equation

HRID 42067 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:13]=[CH:12][C:11]([NH:14][C:15]2[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][C:16]=2[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[CH:10][C:9]=1[CH3:29].[CH:30]1(B(O)O)[CH2:32][CH2:31]1>>[CH:30]1([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[C:8]2[N:13]=[CH:12][C:11]([NH:14][C:15]3[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][C:16]=3[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[CH:10][C:9]=2[CH3:29])[CH2:32][CH2:31]1

Participants

3

Reactant 2

HCID 2760897Cyclopropylboronic acidHCID 25187848Tert-butyl 2-(6-(2-chlorophenyl)-5-methylpyridin-3-ylamino)-5-methylbenzoate

Product 1

HCID 86657265tert-Butyl 2-(6-(2-cyclopropylphenyl)-5-methylpyridin-3-ylamino)-5-methylbenzoate

Procedure

Obtained (0.152 g, 63% of yield) following the procedure described in Example 14 (step C) starting with tert-butyl 2-(6-(2-chlorophenyl)-5-methylpyridin-3-ylamino)-5-methylbenzoate (0.49 mmol, 0.200 g) and cyclopropylboronic acid (1.47 mmol, 0.126 g).

Workup

  1. customObtained
  2. custom(0.152 g, 63% of yield)

Sources & evidence

ORD record
ord-2e7264dd618b47aeb93ca0f50ac17746
Source dataset
uspto-grants-2013_09
Patent number
US08536165B2

Reaction notes

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