Methanol → HCID 67593132, compound

HRID 1289977Notes

Reaction equation

HRID 1289977 reaction equation
C([O:8][CH:9]1[CH2:13][CH2:12][CH:11]([C:14]2[N:18]=[CH:17][N:16](C)[N:15]=2)[CH:10]1[C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1)C1C=CC=CC=1.[CH3:27]O>[Pd]>[OH:8][CH:9]1[CH2:13][CH2:12][CH:11]([C:14]2[N:18]([CH3:27])[CH:17]=[N:16][N:15]=2)[CH:10]1[C:20]1[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 70346405HCID 70346405, compound

Product 1

HCID 67593132HCID 67593132, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A solution of 275 mg of product from Step C in 5 mL of methanol and 0.5 mL of TTA was stirred with 100 mg of 10% Pd/C under a hydrogen balloon for 60 h. The reaction was filtered and concentrated. The residue was purified by flash chromatography eluting with 5 to 10% methanol in methylene chloride to obtain 220 mg of title compound. T.l.c. (5% methanol in methylene chloride) Rf =0.25. Mass spec (NH3 /CI): 262 (M+1).

Workup

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated
  3. customThe residue was purified by flash chromatography
  4. washeluting with 5 to 10% methanol in methylene chloride

Sources & evidence

ORD record
ord-cb1ec4ec132748f79b93db590c384947
Source dataset
uspto-grants-1998_05
Patent number
US05750549

Reaction notes

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