Hydrochloric Acid → (S)-1-[3-(6-methyl-pyridin-3-yloxy)-phenyl]ethylamine

HRID 2183459Notes

Reaction equation

HRID 2183459 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][C:17]2[CH:18]=[N:19][C:20]([CH3:23])=[CH:21][CH:22]=2)[CH:11]=1)[CH3:9])(C)(C)C.Cl>CCOCC.CO>[CH3:23][C:20]1[N:19]=[CH:18][C:17]([O:16][C:12]2[CH:11]=[C:10]([C@@H:8]([NH2:7])[CH3:9])[CH:15]=[CH:14][CH:13]=2)=[CH:22][CH:21]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 60004122(S)-{1-[3-(6-Methyl-pyridin-3-yloxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester

Product 1

HCID 60004124(S)-1-[3-(6-methyl-pyridin-3-yloxy)-phenyl]ethylamineYield 141.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

(S)-{1-[3-(6-Methyl-pyridin-3-yloxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester (3.45 g, 10.52 mmol), hydrogen chloride in ether (36.8 mL, 1.0M) and methanol (5 mL) was stirred at room temperature for 6 h. The reaction mixture was concentrated in vacuo to provide the title compound (3.4 g, quantitative yield) as yellow solid.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-e63ac5ecff554945914a4d7b418d4464
Source dataset
uspto-grants-2005_05
Patent number
US06900210B2

Reaction notes

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