HCID 11800515, compound → HCID 11800611, compound

HRID 1081321Notes

Reaction equation

HRID 1081321 reaction equation
[F:1][C:2]([F:38])([F:37])[C:3]1[CH:4]=[C:5]([CH:30]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:32]=1)[CH2:6][N:7]([CH3:29])[C:8]([C:10]1[N:19]([CH3:20])[C:18](=[O:21])[C:13]2=[CH:14][N:15]=[CH:16][CH:17]=[C:12]2[C:11]=1[C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)=[O:9]>C(O)(=O)C.[Pt]>[F:38][C:2]([F:1])([F:37])[C:3]1[CH:4]=[C:5]([CH:30]=[C:31]([C:33]([F:35])([F:36])[F:34])[CH:32]=1)[CH2:6][N:7]([CH3:29])[C:8]([C:10]1[N:19]([CH3:20])[C:18](=[O:21])[C:13]2[CH2:14][NH:15][CH2:16][CH2:17][C:12]=2[C:11]=1[C:22]1[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=1)=[O:9]

Participants

4

Reactant 1

HCID 11800515HCID 11800515, compound

Product 1

HCID 11800611HCID 11800611, compoundYield 62.5%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of the compound (270 mg) obtained in Example 8 in acetic acid (15 ml) was added 5% Pt-C (270 mg), and the mixture was stirred for 6 hours at room temperature under hydrogen atmosphere. The catalyst was filtered off, and the filtrate was washed with ethyl acetate. The filtrate and the washing were combined, then the solvent was distilled off. To the residue was added ethyl acetate, and the mixture was washed with an aqueous solution of sodium hydrogencarbonate and water, which was then dried. The solvent was distilled off to leave the above-titled compound as colorless crystals (170 mg). m.p.178°-180° C. (recrystallized from ethyl acetate-ethyl ether)

Workup

  1. filtrationThe catalyst was filtered off
  2. washthe filtrate was washed with ethyl acetate
  3. distillationthe solvent was distilled off
  4. additionTo the residue was added ethyl acetate
  5. washthe mixture was washed with an aqueous solution of sodium hydrogencarbonate and water, which
  6. customwas then dried
  7. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-7c2c5b23aa144450b7c1063febf218e0
Source dataset
uspto-grants-1996_12
Patent number
US05585385

Reaction notes

Loading…