Cyclohexyl isocyanate → 7-[2-Amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-N-cyclohexyl-6-fluoro-3,4-dihydroisoquinoline-2(1H)-carboxamide

HRID 449393Notes

Reaction equation

HRID 449393 reaction equation
[CH:1]1([N:7]=[C:8]=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[F:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][C:21]=1[C:22]1[CH:27]=[C:26]([N:28]3[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]3)[N:25]=[C:24]([NH2:35])[N:23]=1)[CH2:18][NH:17][CH2:16][CH2:15]2>>[NH2:35][C:24]1[N:23]=[C:22]([C:21]2[CH:20]=[C:19]3[C:14]([CH2:15][CH2:16][N:17]([C:8]([NH:7][CH:1]4[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]4)=[O:9])[CH2:18]3)=[CH:13][C:12]=2[F:11])[CH:27]=[C:26]([N:28]2[CH2:29][CH2:30][N:31]([CH3:34])[CH2:32][CH2:33]2)[N:25]=1

Participants

3

Reactant 2

HCID 18502Cyclohexyl isocyanateHCID 675431024-(6-fluoro-1,2,3,4-tetrahydroisoquinolin-7-yl)-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine HCl salt

Product 1

HCID 497796447-[2-Amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-N-cyclohexyl-6-fluoro-3,4-dihydroisoquinoline-2(1H)-carboxamide

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 75, Step 6 starting from cyclohexylisocyanate (Aldrich, Cat. #C105198) and 4-(6-fluoro-1,2,3,4-tetrahydroisoquinolin-7-yl)-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine HCl salt. Analytic LCMS (M+H)+: m/z=468.2.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-2176882488604d779a291d6cf2408b6a
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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