Benzyl Bromide → 6-[4-(2-Benzylamino-2-methyl-propyl)-phenoxy]-nicotinamide

HRID 492317Notes

Reaction equation

HRID 492317 reaction equation
[NH2:1][C:2]([CH3:21])([CH3:20])[CH2:3][C:4]1[CH:19]=[CH:18][C:7]([O:8][C:9]2[CH:17]=[CH:16][C:12]([C:13]([NH2:15])=[O:14])=[CH:11][N:10]=2)=[CH:6][CH:5]=1.[CH2:22](Br)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[CH2:22]([NH:1][C:2]([CH3:21])([CH3:20])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:8][C:9]2[CH:17]=[CH:16][C:12]([C:13]([NH2:15])=[O:14])=[CH:11][N:10]=2)=[CH:18][CH:19]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 154291436-[4-(2-Amino-2-methyl-propyl)phenoxy]-nicotinamide

Product 1

HCID 597300706-[4-(2-Benzylamino-2-methyl-propyl)-phenoxy]-nicotinamide

Procedure

Using a method similar to example 2, using 6-[4-(2-amino-2-methyl-propyl)phenoxy]-nicotinamide and benzyl bromide gives the title product: HPLC (30/70 to 90/10 ACN/(0.1% TFA in water) Zorbax SB-Phenyl Column 4.6 mm×15 cm×5 micron: Retention time: 3.96 minutes, Purity: 100%; mass spectrum (ion spray): m/z=376.2 (M+1).

Sources & evidence

ORD record
ord-e86a7b884f6e4e51bb4d8ca81aa391a6
Source dataset
uspto-grants-2009_05
Patent number
US07531557B2

Reaction notes

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