1-(Bromomethyl)-4-(trifluoromethoxy)benzene → HCID 59643224, compound

HRID 2251482Notes

Reaction equation

HRID 2251482 reaction equation
[CH2:1]([C:3]1[CH:4]=[N:5][C:6]([NH:9][CH2:10][CH2:11][C:12]2[CH:25]=[CH:24][C:15]([O:16][CH:17]([CH3:23])[C:18]([O:20]CC)=[O:19])=[CH:14][CH:13]=2)=[N:7][CH:8]=1)[CH3:2].[F:26][C:27]([F:38])([F:37])[O:28][C:29]1[CH:36]=[CH:35][C:32]([CH2:33]Br)=[CH:31][CH:30]=1>>[CH2:1]([C:3]1[CH:8]=[N:7][C:6]([N:9]([CH2:33][C:32]2[CH:35]=[CH:36][C:29]([O:28][C:27]([F:26])([F:37])[F:38])=[CH:30][CH:31]=2)[CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][C:15]([O:16][CH:17]([CH3:23])[C:18]([OH:20])=[O:19])=[CH:24][CH:25]=2)=[N:5][CH:4]=1)[CH3:2]

Participants

3

Reactant 2

HCID 1427851-(Bromomethyl)-4-(trifluoromethoxy)benzeneHCID 69099493HCID 69099493, compound

Product 1

HCID 59643224HCID 59643224, compound

Procedure

In a two-step sequence similar to the previous example, alkylation of the above intermediate ethyl 2-(4-{2-[(5-ethylpyrimidin-2-yl)amino]ethyl}phenoxy)propanoate with 4-trifluoromethoxy-benzylbromide (1 eq) (1.5 eq NaH; 80C) followed by hydrolysis of the intermediate ester afforded the title compound.

Sources & evidence

ORD record
ord-0b3ec2efaf184d4bb45c3801f9e93dc5
Source dataset
uspto-grants-2008_01
Patent number
US07319104B2

Reaction notes

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