Tetrahydrofuran → HCID 66790706, compound

HRID 1672273Notes

Reaction equation

HRID 1672273 reaction equation
[CH3:1][C:2]1([CH3:27])[C:7](=[O:8])[N:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-])=O)[CH:10]=2)[C:5]2[CH:18]=[CH:19][C:20]([NH:22][S:23]([CH3:26])(=[O:25])=[O:24])=[CH:21][C:4]=2[O:3]1.O1CCCC1.[H][H]>CO.[C].[Pd]>[NH2:15][C:11]1[CH:10]=[C:9]([N:6]2[C:5]3[CH:18]=[CH:19][C:20]([NH:22][S:23]([CH3:26])(=[O:25])=[O:24])=[CH:21][C:4]=3[O:3][C:2]([CH3:1])([CH3:27])[C:7]2=[O:8])[CH:14]=[CH:13][CH:12]=1

Participants

6

Reactant 3

HCID 8028TetrahydrofuranHCID 66789922HCID 66789922, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66790706HCID 66790706, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of N-[2,2-dimethyl-4-(3-nitrophenyl)-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl]methanesulfonamide (compound obtained in Example 146; 240 mg) in methanol (5 mL)-tetrahydrofuran (5 mL) was added 10% palladium-carbon (100 mg), and the mixture was stirred at room temperature under atmospheric pressure of hydrogen for 2 hours. The reaction mixture was filtered, and the filtrate was concentrated in vacuo to give N-[4-(3-aminophenyl)-2,2-dimethyl-3-oxo-3,4-dihydro -2H-1,4-benzoxazin-7-yl]-methanesulfonamide as a colorless powder.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-147976963c5f4a26aaba087d6b3af4ae
Source dataset
uspto-grants-2011_08
Patent number
US07998956B2

Reaction notes

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