N-((1SR,2RS,4RS)-7-azabicyclo[2.2.1]heptan-2-yl)isoquinolin-5-amine → 2-(5-(((1SR,2RS,4RS)-2-(isoquinolin-5-ylamino)-7-azabicyclo[2.2.1]heptan-7-yl)methyl)-2-methylphenoxy)ethanol

HRID 445130Notes

Reaction equation

HRID 445130 reaction equation
[CH:1]12[NH:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[NH:8][C:9]1[C:10]2[CH:11]=[CH:12][N:13]=[CH:14][C:15]=2[CH:16]=[CH:17][CH:18]=1.[OH:19][CH2:20][CH2:21][O:22][C:23]1[CH:24]=[C:25]([CH:28]=[CH:29][C:30]=1[CH3:31])[CH:26]=O>>[CH:14]1[C:15]2[C:10](=[C:9]([NH:8][CH:2]3[CH2:3][CH:4]4[N:7]([CH2:26][C:25]5[CH:28]=[CH:29][C:30]([CH3:31])=[C:23]([CH:24]=5)[O:22][CH2:21][CH2:20][OH:19])[CH:1]3[CH2:6][CH2:5]4)[CH:18]=[CH:17][CH:16]=2)[CH:11]=[CH:12][N:13]=1

Participants

3

Reactant 2

HCID 67234592N-((1SR,2RS,4RS)-7-azabicyclo[2.2.1]heptan-2-yl)isoquinolin-5-amineHCID 866544283-(2-Hydroxyethoxy)-4-methylbenzaldehyde

Product 1

HCID 532475512-(5-(((1SR,2RS,4RS)-2-(isoquinolin-5-ylamino)-7-azabicyclo[2.2.1]heptan-7-yl)methyl)-2-methylphenoxy)ethanol

Procedure

Reaction of Intermediate 29 with 3-(2-hydroxyethoxy)-4-methylbenzaldehyde affords the title compound.

Sources & evidence

ORD record
ord-3c0eaeabf6e341d08499e358ca227066
Source dataset
uspto-grants-2013_07
Patent number
US08476295B2

Reaction notes

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