Trifluoroacetic acid → 1-[2-(4-Aminopiperidin-1-yl)ethyl]-7-methoxy-1,4-dihydro-2H-3,1-benzoxazin-2-one

HRID 255271Notes

Reaction equation

HRID 255271 reaction equation
[CH3:1][O:2][C:3]1[CH:29]=[CH:28][C:6]2[CH2:7][O:8][C:9](=[O:27])[N:10]([CH2:11][CH2:12][N:13]3[CH2:18][CH2:17][CH:16]([NH:19]C(=O)OC(C)(C)C)[CH2:15][CH2:14]3)[C:5]=2[CH:4]=1.FC(F)(F)C(O)=O>ClCCl>[NH2:19][CH:16]1[CH2:15][CH2:14][N:13]([CH2:12][CH2:11][N:10]2[C:5]3[CH:4]=[C:3]([O:2][CH3:1])[CH:29]=[CH:28][C:6]=3[CH2:7][O:8][C:9]2=[O:27])[CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86642631HCID 86642631, compound2×

Product 1

HCID 667737621-[2-(4-Aminopiperidin-1-yl)ethyl]-7-methoxy-1,4-dihydro-2H-3,1-benzoxazin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl {1-[2-(7-methoxy-2-oxo-2H-3,1-benzoxazin-1(4H)-yl)ethyl]piperidin-4-yl}carbamate (Intermediate 107) (319 mg, 0.78 mmol) in dichloromethane (8 mL) was treated at room temperature under vigorous stirring with a trifluoroacetic acid (0.75 mL, 10 mmol). After 2 hours, the reaction mixture was concentrated under reduced pressure to give 324 mg (quantitative) of product as a brown oil.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customto give 324 mg (quantitative) of product as a brown oil

Sources & evidence

ORD record
ord-baaebac9b5e5482db5b4174ce95db346
Source dataset
uspto-grants-2011_01
Patent number
US07875715B2

Reaction notes

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