HCID 22628150, compound → HCID 22628063, compound

HRID 278597Notes

Reaction equation

HRID 278597 reaction equation
[CH:1]([N:4]([CH2:8][C:9]1[CH:44]=[CH:43][C:12]([C:13]([N:15]2[CH2:20][CH2:19][N:18]([S:21]([C:24]3[CH:33]=[CH:32][C:31]4[C:26](=[CH:27][CH:28]=[C:29]([NH:34]C(OCC(Cl)(Cl)Cl)=O)[CH:30]=4)[CH:25]=3)(=[O:23])=[O:22])[CH2:17][CH2:16]2)=[O:14])=[CH:11][CH:10]=1)[CH:5]([CH3:7])[CH3:6])([CH3:3])[CH3:2]>C(O)(=O)C.[Zn]>[NH2:34][C:29]1[CH:30]=[C:31]2[C:26](=[CH:27][CH:28]=1)[CH:25]=[C:24]([S:21]([N:18]1[CH2:17][CH2:16][N:15]([C:13](=[O:14])[C:12]3[CH:43]=[CH:44][C:9]([CH2:8][N:4]([CH:5]([CH3:7])[CH3:6])[CH:1]([CH3:2])[CH3:3])=[CH:10][CH:11]=3)[CH2:20][CH2:19]1)(=[O:22])=[O:23])[CH:33]=[CH:32]2

Participants

4

Reactant 1

HCID 22628150HCID 22628150, compound

Product 1

HCID 22628063HCID 22628063, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of 1-(4-diisopropylaminomethylbenzoyl)-4-[6-(2,2, 2-trichloroethoxycarbonylamino)naphthalene-2-sulfonyl]piperazine (125 mg) in acetic acid (3 ml) was added zinc dust (1.0 g), and the solution was stirred at room temperature for 3 hours. Insoluble materials were filtered off, and the filtrate was concentrated. The residue was dissolved in 1 N hydrochloric acid and the solution was made alkaline with 1 N sodium hydroxide solution. The precipitate was filtered, washed with water and dried to give pale purple solid of the title compound (92 mg).

Workup

  1. filtrationInsoluble materials were filtered off
  2. concentrationthe filtrate was concentrated
  3. dissolutionThe residue was dissolved in 1 N hydrochloric acid
  4. filtrationThe precipitate was filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-be0e14372fae4894a86bc59d055f6fdc
Source dataset
uspto-grants-2002_03
Patent number
US06359134B1

Reaction notes

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