HCID 86642727, compound → HCID 136388709, compound

HRID 1678713Notes

Reaction equation

HRID 1678713 reaction equation
C([O:8][C:9]1[CH:17]=[C:16]2[C:12]([CH:13]=[N:14][N:15]2[CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][O:19]2)=[CH:11][CH:10]=1)C1C=CC=CC=1.[CH3:24][N:25]([CH3:30])[C:26](=[O:29])[CH2:27][CH3:28]>C1COCC1>[OH:8][C:9]1[CH:17]=[C:16]2[C:12]([CH:13]=[N:14][N:15]2[CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][O:19]2)=[CH:11][CH:10]=1.[CH3:24][N:25]([CH3:30])[C:26](=[O:29])[CH2:27][CH3:28]

Participants

3

Reactant 1

HCID 86642727HCID 86642727, compound

Product 1

HCID 136388709HCID 136388709, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5% palladium on carbon-STD-type-50% wet with water (224 mg; manufactured by N.E. Chemcat Corp.), and a THF solution of 3-(6-(benzyloxy)-1-(tetrahydro-2H-pyran-2-yl)-indazole-N,N-dimethylpropanamide that can be produced by the method described in Reference Example 51 or the like [6.3 mL; prepared by dissolving 3-(6-(benzyloxy)-1-(tetrahydro-2H-pyran-2-yl)-indazole-N,N-dimethylpropanamide (596 mg) in dehydrated THF (7.3 mL)) were mixed, and the reaction system was purged with hydrogen. Under a hydrogen atmosphere, the reaction solution was stirred overnight at room temperature. The reaction solution was purged with nitrogen, and then was filtered. The solvent was evaporated under reduced pressure from the filtrate, and thus the title compound (383 mg) was obtained.

Workup

  1. customprepared
  2. additionwere mixed
  3. customthe reaction system was purged with hydrogen
  4. customThe reaction solution was purged with nitrogen
  5. filtrationwas filtered
  6. customThe solvent was evaporated under reduced pressure from the filtrate

Sources & evidence

ORD record
ord-96969986e8bf49a782999f66c40ad73d
Source dataset
uspto-grants-2011_08
Patent number
US08008506B2

Reaction notes

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