3-Cyano-3-phenylpropanoic acid → 4-[7-[2-Amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinolin-2(1h)-yl]-4-oxo-2-phenylbutanenitrile

HRID 449461Notes

Reaction equation

HRID 449461 reaction equation
[C:1]([CH:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:4][C:5]([OH:7])=O)#[N:2].Cl.[NH2:15][C:16]1[N:21]=[C:20]([C:22]2[CH:31]=[C:30]3[C:25]([CH2:26][CH2:27][N:28](C(OC4CCNCC4)=O)[CH2:29]3)=[CH:24][CH:23]=2)[CH:19]=[C:18]([N:41]2[CH2:46][CH2:45][N:44]([CH3:47])[CH2:43][CH2:42]2)[N:17]=1>>[NH2:15][C:16]1[N:21]=[C:20]([C:22]2[CH:31]=[C:30]3[C:25]([CH2:26][CH2:27][N:28]([C:5](=[O:7])[CH2:4][CH:3]([C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)[C:1]#[N:2])[CH2:29]3)=[CH:24][CH:23]=2)[CH:19]=[C:18]([N:41]2[CH2:42][CH2:43][N:44]([CH3:47])[CH2:45][CH2:46]2)[N:17]=1

Participants

3

Reactant 2

HCID 111946253-Cyano-3-phenylpropanoic acidHCID 67541330piperidin-4-yl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate HCl salt

Product 1

HCID 594966974-[7-[2-Amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinolin-2(1h)-yl]-4-oxo-2-phenylbutanenitrile

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 120, Step 4 starting from 3-cyano-3-phenylpropanoic acid and piperidin-4-yl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate HCl salt. Analytic LCMS (M+H)+: m/z=482.1.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-05420d6cdd0e4946b02ad7d2f0bb2755
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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