HCID 58956316, compound → HCID 58956314, compound

HRID 1853440Notes

Reaction equation

HRID 1853440 reaction equation
[CH:1]1([S:4]([NH:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-])=O)[CH:10]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1>CO.[Pd]>[CH:1]1([S:4]([NH:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([NH2:15])[CH:10]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 58956316HCID 58956316, compound

Product 1

HCID 58956314HCID 58956314, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-Cyclopropylsulfonyl-3-nitrobenzylamine was dissolved in methanol (50 mL) and to the solution was added 10% Pd—C. The reaction mixture was reacted under hydrogen atmosphere (˜40 psi) for 2 h. The catalyst was filtered off over celite and washed with methanol. The filtrate was evaporated to give N-cyclopropylsulfonyl-3-aminobenzylamine. 1H NMR (DMSO-d6): δ 0.88 (d, J=6.6 Hz, 4H), 2.44 (m, 1H), 4.00 (d, J=6.3 Hz, 2H), 5.08 (br, 2H), 6.44 (t, J=9.0 Hz, 2H), 6.53 (s, 1H), 6.94 (t, J=7.8 Hz, 1H), 7.46 (t, J=6.6 Hz, 1H).

Workup

  1. customThe reaction mixture was reacted under hydrogen atmosphere (˜40 psi) for 2 h
  2. filtrationThe catalyst was filtered off over celite
  3. washwashed with methanol
  4. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-836154bdb22248169317e3c94f6fc4f3
Source dataset
uspto-grants-2015_02
Patent number
US08962643B2

Reaction notes

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