1-(2-(Benzyloxy)-5-fluorophenyl)cyclopropanamine → Methyl 3-[3-({1-[2-(benzyloxy)-5-fluorophenyl]cyclopropyl}amino)-5-bromo-2-oxopyrazin-1(2H)-yl]-5-fluoro-4-methylbenzoate

HRID 337118Notes

Reaction equation

HRID 337118 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=1[C:16]1([NH2:19])[CH2:18][CH2:17]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:21]1[C:22](=[O:40])[N:23]([C:28]2[CH:29]=[C:30]([CH:35]=[C:36]([F:39])[C:37]=2[CH3:38])[C:31]([O:33][CH3:34])=[O:32])[CH:24]=[C:25]([Br:27])[N:26]=1>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=1[C:16]1([NH:19][C:21]2[C:22](=[O:40])[N:23]([C:28]3[CH:29]=[C:30]([CH:35]=[C:36]([F:39])[C:37]=3[CH3:38])[C:31]([O:33][CH3:34])=[O:32])[CH:24]=[C:25]([Br:27])[N:26]=2)[CH2:18][CH2:17]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 666889311-(2-(Benzyloxy)-5-fluorophenyl)cyclopropanamineHCID 66689945methyl 3-(3,5-dibromo-2-oxo-1(2H)-pyrazinyl)-5-fluoro-4-methylbenzoate

Product 1

HCID 66689772Methyl 3-[3-({1-[2-(benzyloxy)-5-fluorophenyl]cyclopropyl}amino)-5-bromo-2-oxopyrazin-1(2H)-yl]-5-fluoro-4-methylbenzoate

Procedure

The subtitle compound was prepared from 1-(2-(benzyloxy)-5-fluorophenyl)cyclopropanamine (Example 278a) and methyl 3-(3,5-dibromo-2-oxopyrazin-1(2H)-yl)-5-fluoro-4-methylbenzoate (Example 252g) using a similar method to that described for Example 268d.

Sources & evidence

ORD record
ord-3ab57fb7b4094a318e3580e392ae75b5
Source dataset
uspto-grants-2014_11
Patent number
US08889692B2

Reaction notes

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