Hydrochloric Acid → (S)-{4-[3-(1-Amino-ethyl)-phenyl]-morpholin-2-yl}-methanol

HRID 2307437Notes

Reaction equation

HRID 2307437 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([N:16]2[CH2:21][CH2:20][O:19][CH:18]([CH2:22][OH:23])[CH2:17]2)[CH:11]=1)[CH3:9])(C)(C)C.Cl>>[NH2:7][CH:8]([C:10]1[CH:11]=[C:12]([N:16]2[CH2:21][CH2:20][O:19][C@H:18]([CH2:22][OH:23])[CH2:17]2)[CH:13]=[CH:14][CH:15]=1)[CH3:9]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 69917138(S)-{1-[3-(2-hydroxymethyl-morpholin-4-yl)phenyl]-ethyl}-carbamic acid tert-butyl ester

Product 1

HCID 69851457(S)-{4-[3-(1-Amino-ethyl)-phenyl]-morpholin-2-yl}-methanol

Procedure

The mixture of (S)-{1-[3-(2-hydroxymethyl-morpholin-4-yl)phenyl]-ethyl}-carbamic acid tert-butyl ester (1.0 g, 3.4 mmol) and hydrochloric acid (1.0M solution in diethyl ether) (10.2 mmol, 3eq) was stirred at room temperature overnight. Concentrated under vacuum and the title compound was obtained as pale red solid (quantitative yield) ready for use for next step without purification.

Workup

  1. concentrationConcentrated under vacuum

Sources & evidence

ORD record
ord-f5ae97c482414a9da2c9da1edd0e64ec
Source dataset
uspto-grants-2004_12
Patent number
US06831080B2

Reaction notes

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