4-(Methylthio)benzaldehyde → (R)-N-(1-(4-(Methylthio)benzyl)pyrrolidin-3-yl)isoquinolin-5-amine

Reaction equation

[NH:1]1[CH2:5][CH2:4][C@@H:3]([NH:6][C:7]2[C:8]3[CH:9]=[CH:10][N:11]=[CH:12][C:13]=3[CH:14]=[CH:15][CH:16]=2)[CH2:2]1.[CH3:17][S:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=1>>[CH3:17][S:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][N:1]2[CH2:5][CH2:4][C@@H:3]([NH:6][C:7]3[C:8]4[CH:9]=[CH:10][N:11]=[CH:12][C:13]=4[CH:14]=[CH:15][CH:16]=3)[CH2:2]2)=[CH:21][CH:20]=1

Participants

Reactant 2

HCID 769854-(Methylthio)benzaldehyde

HCID 44594455(R)-N-(pyrrolidin-3-yl)isoquinolin-5-amine

Product 1

HCID 44593943(R)-N-(1-(4-(Methylthio)benzyl)pyrrolidin-3-yl)isoquinolin-5-amine

Procedure

Reaction of (R)—N-(pyrrolidin-3-yl)isoquinolin-5-amine and 4-(methylthio)-benzaldehyde using the method of Example 8 afforded the title compound.

Sources & evidence

ORD record: ord-e3d5b0bedd964340bb3f542f950140e7
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08071779B2

Reaction notes

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