Trifluoroacetic acid → (S)-methyl(morpholin-2-ylmethyl)carbamate

HRID 594032Notes

Reaction equation

HRID 594032 reaction equation
C(O)(C(F)(F)F)=O.[CH3:8][O:9][C:10]([NH:12][CH2:13][C@H:14]1[O:19][CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15]1)=[O:11]>ClCCl>[CH3:8][O:9][C:10](=[O:11])[NH:12][CH2:13][C@H:14]1[O:19][CH2:18][CH2:17][NH:16][CH2:15]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90409131HCID 90409131, compound

Product 1

HCID 90442590(S)-methyl(morpholin-2-ylmethyl)carbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a 4:1 solution of dichloromethane and TFA (0.1 M) was added (R)-tert-butyl 2-(((methoxycarbonyl)amino)methyl)morpholine-4-carboxylate. After 1 h the solution was then concentrated in vaccuo to give crude (S)-methyl(morpholin-2-ylmethyl)carbamate which was used in the next step without further purification. LCMS (m/z) (M+H)=175.0, Rt=0.11 min.

Workup

  1. concentrationAfter 1 h the solution was then concentrated in vaccuo

Sources & evidence

ORD record
ord-46a673146495427b9395009439bfad5d
Source dataset
uspto-grants-2016_01
Patent number
US09242969B2

Reaction notes

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