Trifluoroacetic acid → HCID 43581737, compound

HRID 2092604Notes

Reaction equation

HRID 2092604 reaction equation
C(OC(=O)[NH:7][CH:8]([CH3:19])[C:9]([N:11]1[CH2:16][CH2:15][S:14](=[O:18])(=[O:17])[CH2:13][CH2:12]1)=[O:10])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:7][CH:8]([CH3:19])[C:9]([N:11]1[CH2:16][CH2:15][S:14](=[O:18])(=[O:17])[CH2:13][CH2:12]1)=[O:10]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 76643118[2-(1,1-Dioxo-llambda*6*-thiomorpholin-4-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 43581737HCID 43581737, compoundYield 159.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [2-(1,1-Dioxo-1lambda*6*-thiomorpholin-4-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester (5.6 g, 18.2 mmol) in CH2Cl2 (70 mL) was added trifluoroacetic acid (5 mL) at 0° C. The reaction mixture was allowed to warm to room temperature and was stirred for 3 hours. After removal of CH2Cl2 and excess trifluoroacetic acid under reduced pressure, 2-Amino-1-(1,1-dioxo-1lambda*6*-thiomorpholin-4-yl)-propan-1-one (6.0 g, yield 100%) was obtained as a white solid. MS (M+H)=207.

Workup

  1. customAfter removal of CH2Cl2 and excess trifluoroacetic acid under reduced pressure

Sources & evidence

ORD record
ord-6da36c86db3545c4b8bbd67a2e38d712
Source dataset
uspto-grants-2013_05
Patent number
US08440708B2

Reaction notes

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