HCID 90017253, compound → HCID 90013266, compound

HRID 1776978Notes

Reaction equation

HRID 1776978 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH:11]2[S:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=2)(=[O:16])=[O:15])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[F:26][C:23]([F:24])([F:25])[C:20]1[CH:21]=[CH:22][C:17]([S:14]([CH:11]2[C:12]3[CH:13]=[C:4]([NH2:1])[CH:5]=[CH:6][C:7]=3[CH2:8][CH2:9][CH2:10]2)(=[O:16])=[O:15])=[CH:18][CH:19]=1

Participants

4

Reactant 1

HCID 90017253HCID 90017253, compound

Product 1

HCID 90013266HCID 90013266, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

7-Nitro-1-(4-trifluoromethylbenzenesulfonyl)-1,2,3,4-tetrahydronaphthalene (0.314 g, 0.816 mmol) was dissolved in ethanol (20 mL) and 10% Pd/C (50 mg) was added. Then, the reaction mixture was agitated under a hydrogen atmosphere (60 p.s.i.) for one hour using a Parr shaker. Next, the reaction mixture was filtered through Celite and concentrated to give 8-(4-trifluoromethylbenzenesulfonyl)-5,6,7,8-tetrahydronaphthalen-2-ylamine. Yield 0.30 g crude. LCMS (ESI): calc. C17H16F3NO2S=355; obs. M+H=356.

Workup

  1. filtrationNext, the reaction mixture was filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-5692a3f4e25446c79f2fd01a02d883e8
Source dataset
uspto-grants-2016_02
Patent number
US09266827B2

Reaction notes

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