4,4,4-Trifluoro-3-methylbutanoic acid → 4-(4-Methylpiperazin-1-yl)-6-[2-(4,4,4-trifluoro-3-methylbutanoyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]pyrimidin-2-amine

HRID 449371Notes

Reaction equation

HRID 449371 reaction equation
[F:1][C:2]([F:10])([F:9])[CH:3]([CH3:8])[CH2:4][C:5](O)=[O:6].Cl.[CH3:12][N:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:24]=[C:23]([C:25]3[CH:34]=[C:33]4[C:28]([CH2:29][CH2:30][NH:31][CH2:32]4)=[CH:27][CH:26]=3)[N:22]=[C:21]([NH2:35])[N:20]=2)[CH2:15][CH2:14]1>>[CH3:12][N:13]1[CH2:14][CH2:15][N:16]([C:19]2[CH:24]=[C:23]([C:25]3[CH:34]=[C:33]4[C:28]([CH2:29][CH2:30][N:31]([C:5](=[O:6])[CH2:4][CH:3]([CH3:8])[C:2]([F:10])([F:9])[F:1])[CH2:32]4)=[CH:27][CH:26]=3)[N:22]=[C:21]([NH2:35])[N:20]=2)[CH2:17][CH2:18]1

Participants

3

Reactant 2

HCID 1361744,4,4-Trifluoro-3-methylbutanoic acidHCID 675414894-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt

Product 1

HCID 497795874-(4-Methylpiperazin-1-yl)-6-[2-(4,4,4-trifluoro-3-methylbutanoyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]pyrimidin-2-amine

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 41 starting from 4,4,4-trifluoro-3-methylbutanoic acid (Lancaster, Cat. #L12160) and 4-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt. Analytic LCMS (M+H)+: m/z=463.2.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-cc4055058c284be5a486852ecf8f908c
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

Loading…