HCID 59432332, compound → HCID 11692526, compound

HRID 507121Notes

Reaction equation

HRID 507121 reaction equation
C([O:8][CH2:9][CH2:10][N:11]1[C:24]2[C:16](=[CH:17][C:18]3[CH2:19][O:20][CH2:21][C:22]=3[CH:23]=2)[C@@H:15]([N:25]([CH2:32][C:33]2[CH:38]=[C:37]([C:39]([F:42])([F:41])[F:40])[CH:36]=[C:35]([C:43]([F:46])([F:45])[F:44])[CH:34]=2)[C:26]2[N:27]=[N:28][N:29]([CH3:31])[N:30]=2)[CH2:14][CH2:13][CH2:12]1)C1C=CC=CC=1>CO.[Pd]>[F:46][C:43]([F:44])([F:45])[C:35]1[CH:34]=[C:33]([CH:38]=[C:37]([C:39]([F:40])([F:41])[F:42])[CH:36]=1)[CH2:32][N:25]([C:26]1[N:27]=[N:28][N:29]([CH3:31])[N:30]=1)[C@@H:15]1[C:16]2=[CH:17][C:18]3[CH2:19][O:20][CH2:21][C:22]=3[CH:23]=[C:24]2[N:11]([CH2:10][CH2:9][OH:8])[CH2:12][CH2:13][CH2:14]1

Participants

4

Reactant 1

HCID 59432332HCID 59432332, compound

Product 1

HCID 11692526HCID 11692526, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Purge a solution of (S)-[5-(2-Benzyloxy-ethyl)-3,5,6,7,8,9-hexahydro-1H-2-oxa-5-aza-cyclohepta[f]inden-9-yl]-(3,5-bis-trifluoromethyl-benzyl)-(2-methyl-2H-tetrazol-5-yl)-amine (0.14 mmol) in methanol (20 mL) with nitrogen and add a catalytic amount of Pd/C. Purge the resulting mixture with hydrogen and stir at room temperature for 5 h. Purge the reaction with nitrogen, filter through Celite®, and wash with methanol (50 mL). Remove solvent under vacuum. Chromatograph the crude product over silica gel, eluting with ethyl acetate/hexane (5-100%) to provide the title compound as a colorless foam. MS (ES+): 557 (M+H).

Workup

  1. customPurge the resulting mixture with hydrogen
  2. customPurge
  3. customthe reaction with nitrogen
  4. filtrationfilter through Celite®
  5. washwash with methanol (50 mL)
  6. washChromatograph the crude product over silica gel, eluting with ethyl acetate/hexane (5-100%)

Sources & evidence

ORD record
ord-d3dca7c74c6a42dfa31557adbdf7199b
Source dataset
uspto-grants-2010_08
Patent number
US07786108B2

Reaction notes

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