HCID 68688740, compound → HCID 58911558, compound

HRID 1296312Notes

Reaction equation

HRID 1296312 reaction equation
[F:1][C:2]([F:30])([F:29])[C:3]1[CH:28]=[CH:27][C:6]2[CH2:7][CH:8]3[CH2:16][N:15](C(OCC4C=CC=CC=4)=O)[CH2:14][CH2:13][N:9]3[S:10](=[O:12])(=[O:11])[C:5]=2[CH:4]=1.[H][H]>CO.[Pd]>[F:29][C:2]([F:1])([F:30])[C:3]1[CH:28]=[CH:27][C:6]2[CH2:7][CH:8]3[CH2:16][NH:15][CH2:14][CH2:13][N:9]3[S:10](=[O:11])(=[O:12])[C:5]=2[CH:4]=1

Participants

5

Reactant 2

HCID 68688740HCID 68688740, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58911558HCID 58911558, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of phenylmethyl 3,4,11,11a-tetrahydro-8-(trifluoromethyl)pyrazino[1,2-b][1,2]benzothiazine-2(1H)-carboxylate 6,6-dioxide (59.0 mg, 0.134 mmol) in methanol (2 mL) under a nitrogen atmosphere was added 10% Pd-C (6 mg). The nitrogen atomosphere was exchanged for hydrogen (provided by a balloon) using 3 pump/purge cycles. The reaction was stirred for 1 h. The hydrogen atmosphere was exchanged for nitrogen and the reaction was filtered through Celite® AFA. The pad was rinsed with methanol (1 mL). The combined filtrates were concentrated in vacuo to provide the title compound: LCMS (pos. ion spectrum) m/z 307.

Workup

  1. customprovided by a balloon)
  2. custompump/purge cycles
  3. filtrationthe reaction was filtered through Celite® AFA
  4. washThe pad was rinsed with methanol (1 mL)
  5. concentrationThe combined filtrates were concentrated in vacuo

Sources & evidence

ORD record
ord-7f1eb628e41041d996a4268c10ad1199
Source dataset
uspto-grants-2007_07
Patent number
US07244843B2

Reaction notes

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