Benzyl Bromide → HCID 58015230, compound

HRID 1692694Notes

Reaction equation

HRID 1692694 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[N:3]=1.Br[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH2:18]([N:8]1[CH:7]=[N:6][C:5]2[C:9]1=[N:10][C:2]([Cl:1])=[N:3][C:4]=2[N:11]1[CH2:12][CH2:13][O:14][CH2:15][CH2:16]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 32746034-(2-chloro-9H-purin-6-yl)morpholine

Product 1

HCID 58015230HCID 58015230, compound

Procedure

4-(2-Chloro-9H-purin-6-yl)morpholine (75 mg) was reacted with (bromomethyl)benzene via General Procedure C to give 4-(9-benzyl-2-chloro-9H-purin-6-yl)morpholine which was reacted with 150 mg tert-butyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl carbonate via General Procedure A and purified via reverse phase HPLC to give 92.2 mg of 143 as a white solid. MS (Q1) 388.2 (M)+

Sources & evidence

ORD record
ord-2c8d6a30a639459fb073f7f3db0d2f86
Source dataset
uspto-grants-2012_04
Patent number
US08158624B2

Reaction notes

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