2-[(4-bromophenyl)(pyridin-4-yl)methoxy]-N-(cyanomethyl)-4-methylpentanamide → Methyl 2-[(4-bromophenyl)(pyridin-4-yl)methoxy]-4-methylpentanoate

HRID 1180398Notes

Reaction equation

HRID 1180398 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:21]2[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=2)[O:9][CH:10]([CH2:17][CH:18]([CH3:20])[CH3:19])[C:11](NCC#N)=[O:12])=[CH:4][CH:3]=1.BrC(CC(C)C)[C:29](OC)=[O:30]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:21]2[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=2)[O:9][CH:10]([CH2:17][CH:18]([CH3:20])[CH3:19])[C:11]([O:30][CH3:29])=[O:12])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 99792752-[(4-bromophenyl)(pyridin-4-yl)methoxy]-N-(cyanomethyl)-4-methylpentanamideHCID 12957039Methyl 2-bromo-4-methylpentanoate

Product 1

HCID 69473358Methyl 2-[(4-bromophenyl)(pyridin-4-yl)methoxy]-4-methylpentanoate

Procedure

Using the same protocol as described in example 23, step 2, (4-bromophenyl)(pyridin-4-yl)methanol from step 1 (594 mg, 2.20 mmol) was added to methyl 2-bromo-4-methylpentanoate (377 μL, 2.31 mmol). The crude residue was chromatographed on silica gel using 50% ethyl acetate in hexanes to afford the title compound.

Workup

  1. customThe crude residue was chromatographed on silica gel using 50% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-8c59a56459d04dc6a4dc815f7e53fdea
Source dataset
uspto-grants-2007_10
Patent number
US07279478B2

Reaction notes

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