3-Cyano-3-cyclopropylbutanoic acid → 4-[7-[2-Amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinolin-2(1h)-yl]-2-cyclopropyl-2-methyl-4-oxobutanenitrile

HRID 449458Notes

Reaction equation

HRID 449458 reaction equation
[C:1]([C:3]([CH:9]1[CH2:11][CH2:10]1)([CH3:8])[CH2:4][C:5]([OH:7])=O)#[N:2].Cl.[NH2:13][C:14]1[N:19]=[C:18]([C:20]2[CH:29]=[C:28]3[C:23]([CH2:24][CH2:25][N:26](C(OC4CCNCC4)=O)[CH2:27]3)=[CH:22][CH:21]=2)[CH:17]=[C:16]([N:39]2[CH2:44][CH2:43][N:42]([CH3:45])[CH2:41][CH2:40]2)[N:15]=1>>[NH2:13][C:14]1[N:19]=[C:18]([C:20]2[CH:29]=[C:28]3[C:23]([CH2:24][CH2:25][N:26]([C:5](=[O:7])[CH2:4][C:3]([CH:9]4[CH2:11][CH2:10]4)([CH3:8])[C:1]#[N:2])[CH2:27]3)=[CH:22][CH:21]=2)[CH:17]=[C:16]([N:39]2[CH2:40][CH2:41][N:42]([CH3:45])[CH2:43][CH2:44]2)[N:15]=1

Participants

3

Reactant 2

HCID 594967103-Cyano-3-cyclopropylbutanoic 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 594966194-[7-[2-Amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinolin-2(1h)-yl]-2-cyclopropyl-2-methyl-4-oxobutanenitrile

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-cyclopropylbutanoic 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=460.1.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-cd9a242c61c54e7c8861ca32c3ee898d
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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