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5-Quinolinamine, 2-methyl- → 3-(1-Ethyl-1,2,3,4-tetrahydro-1-naphthalenyl)-1,1,1-trifluoro-2-[[(2-methyl-5-quinolinyl) amino]methyl]-2-propanol

HRID 600753
Notes
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Reaction equation

HRID 600753 reaction equation
[CH2:1]([C:3]1([CH2:13][C:14]2([C:17]([F:20])([F:19])[F:18])[CH2:16][O:15]2)[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][CH2:4]1)[CH3:2].[CH3:21][C:22]1[CH:31]=[CH:30][C:29]2[C:28]([NH2:32])=[CH:27][CH:26]=[CH:25][C:24]=2[N:23]=1>>[CH2:1]([C:3]1([CH2:13][C:14]([CH2:16][NH:32][C:28]2[CH:27]=[CH:26][CH:25]=[C:24]3[C:29]=2[CH:30]=[CH:31][C:22]([CH3:21])=[N:23]3)([OH:15])[C:17]([F:20])([F:19])[F:18])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][CH2:4]1)[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 1486835-Quinolinamine, 2-methyl-HCID 116305852-[(1-Ethyl-1,2,3,4-tetrahydro-1-naphthalenyl)methyl]-2-(trifluoromethyl)oxirane

Product 1

HCID 115684333-(1-Ethyl-1,2,3,4-tetrahydro-1-naphthalenyl)-1,1,1-trifluoro-2-[[(2-methyl-5-quinolinyl) amino]methyl]-2-propanol

Procedure

Similar reaction of 2-[(1-ethyl-1,2,3,4-tetrahydro-1-naphthalenyl)methyl]-2-(trifluoromethyl)oxirane (D2, racemic diastereomer 2) (Intermediate 15) with 2-methyl-5-quinolinamine afforded Example 5-D2 (racemic diastereomer 2).

Workup

  1. customafforded Example 5-D2 (racemic diastereomer 2)

Sources & evidence

ORD record
ord-eb3788e442fe4939a2b42801005995fa
Source dataset
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07902224B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes