HCID 67540800, compound → HCID 67540801, compound

HRID 1026950Notes

Reaction equation

HRID 1026950 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:15][C:16]1[N:21]2[N:22]=[CH:23][C:24]([C:25]([NH:27][S:28]([CH2:31][CH3:32])(=[O:30])=[O:29])=[O:26])=[C:20]2[N:19]=[CH:18][C:17]=1[C:33]([N:35]1[CH2:40][CH2:39][CH:38]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[CH2:37][CH2:36]1)=[O:34])C1C=CC=CC=1>C1COCC1.[Pd]>[OH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:15][C:16]1[N:21]2[N:22]=[CH:23][C:24]([C:25]([NH:27][S:28]([CH2:31][CH3:32])(=[O:29])=[O:30])=[O:26])=[C:20]2[N:19]=[CH:18][C:17]=1[C:33]([N:35]1[CH2:36][CH2:37][CH:38]([C:41]2[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=2)[CH2:39][CH2:40]1)=[O:34]

Participants

4

Reactant 1

HCID 67540800HCID 67540800, compound

Product 1

HCID 67540801HCID 67540801, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

N-[7-(2-Benzyloxyphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-carbonyl]ethanesulfonamide (120 mg, 0.19 mmol) obtained in Example 48, step 3 was dissolved in THF (5 mL), 10 wt % palladium-activated carbon (12 mg) was added, and the mixture was stirred at room temperature for 7 hr under a hydrogen atmosphere, and at 60° C. for 1 hr. The mixture was allowed to cool, and the reaction mixture was filtered. The obtained solvent was evaporated under reduced pressure to give the title compound (85 mg, 88%).

Workup

  1. waitat 60° C. for 1 hr
  2. temperatureto cool
  3. filtrationthe reaction mixture was filtered
  4. customThe obtained solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-cbc304908b8140a2829e15f27465020a
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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