2-Cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 5-Cyclopropyl-6-(3-methoxyphenyl)pyridin-3-amine

HRID 42026Notes

Reaction equation

HRID 42026 reaction equation
Br[C:2]1[CH:3]=[C:4]([NH2:16])[CH:5]=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=1.[CH:17]1(B2OC(C)(C)C(C)(C)O2)[CH2:19][CH2:18]1>>[CH:17]1([C:2]2[CH:3]=[C:4]([NH2:16])[CH:5]=[N:6][C:7]=2[C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=2)[CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 27580152-Cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 584159015-Bromo-6-(3-methoxyphenyl)pyridin-3-amine2×

Product 1

HCID 584157575-Cyclopropyl-6-(3-methoxyphenyl)pyridin-3-amineYield 68%

Procedure

Obtained (0.1 g, yield 68%) following the procedure described in Intermediate 27, starting with 5-bromo-6-(3-methoxyphenyl)pyridin-3-amine (Intermediate 40) (0.61 mmol, 0.172 g), 2-cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.68 mmol, 0.123 ml).

Workup

  1. customObtained (0.1 g, yield 68%)

Sources & evidence

ORD record
ord-c2b96db71a2e48a2be57688bcb2878e7
Source dataset
uspto-grants-2013_09
Patent number
US08536165B2

Reaction notes

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