Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate → Tert-butyl 4-[3-(isobutyrylamino)-4-methylphenyl]-3,6-dihydro-1(2H)-pyridinecarboxylate

HRID 1832425Notes

Reaction equation

HRID 1832425 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([CH3:14])=[C:6]([NH:8][C:9](=[O:13])[CH:10]([CH3:12])[CH3:11])[CH:7]=1.CC1(C)C(C)(C)OB([C:23]2[CH2:24][CH2:25][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:27][CH:28]=2)O1>>[C:9]([NH:8][C:6]1[CH:7]=[C:2]([C:23]2[CH2:28][CH2:27][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:25][CH:24]=2)[CH:3]=[CH:4][C:5]=1[CH3:14])(=[O:13])[CH:10]([CH3:12])[CH3:11]

Participants

3

Reactant 2

HCID 4642098Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 22048850N-(5-bromo-2-methylphenyl)-2-methylpropanamide

Product 1

HCID 22049498Tert-butyl 4-[3-(isobutyrylamino)-4-methylphenyl]-3,6-dihydro-1(2H)-pyridinecarboxylate

Procedure

Prepared by Procedure W and Scheme AF using N-(5-bromo-2-methylphenyl)-2-methylpropanamide and tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate: ESMS m/e: 259.1 (M−100)+.

Workup

  1. customPrepared by Procedure W and Scheme AF

Sources & evidence

ORD record
ord-e50a0456d1d749da9d84cb035cb54020
Source dataset
uspto-grants-2006_06
Patent number
US07067534B1

Reaction notes

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