2-(Methylamino)ethanol → (S)-2-(Methyl((1,2,3,4-tetrahydroisoquinolin-3-yl)methyl)amino)ethanol

HRID 528874Notes

Reaction equation

HRID 528874 reaction equation
[CH:1]([C@@H:3]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][N:4]1C(OC(C)(C)C)=O)=O.[CH3:20][NH:21][CH2:22][CH2:23][OH:24]>>[CH3:20][N:21]([CH2:1][C@@H:3]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][NH:4]1)[CH2:22][CH2:23][OH:24]

Participants

3

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 22861260(S)-tert-Butyl 3-formyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

Product 1

HCID 86718898(S)-2-(Methyl((1,2,3,4-tetrahydroisoquinolin-3-yl)methyl)amino)ethanol

Procedure

Following a procedure analogous to that for the synthesis of Example 107, (S)-tert-butyl 3-formyl-3,4-dihydroisoquinoline-2(1H)-carboxylate (58 mg, 0.22 mmol) and 2-(methylamino)ethanol (21.4 μL, 0.27 mmol) provided a crude oil which was used without purification in the preparation of Example 114. MS(ESI+) m/z 221.1 (M+H)+.

Workup

  1. customprovided a crude oil which
  2. customwas used without purification in the preparation of Example 114

Sources & evidence

ORD record
ord-1cdcc2cf3cb3450ab4dffde0137f8f5b
Source dataset
uspto-grants-2016_05
Patent number
US09346795B2

Reaction notes

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