HCID 68865166, compound → HCID 68866241, compound

HRID 1725926Notes

Reaction equation

HRID 1725926 reaction equation
[Br:1][C:2]1[C:11]2[C:10]([CH3:12])=[CH:9][CH2:8][CH2:7][C:6]=2[CH:5]=[CH:4][C:3]=1[NH:13][S:14]([C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)(=[O:16])=[O:15]>CO.O=[Pt]=O>[Br:1][C:2]1[C:11]2[CH:10]([CH3:12])[CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[CH:4][C:3]=1[NH:13][S:14]([C:17]1[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=1)(=[O:16])=[O:15]

Participants

4

Reactant 1

HCID 68865166HCID 68865166, compound

Product 1

HCID 68866241HCID 68866241, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

A mixture of Example 132A (90 mg) in methanol (18 mL) was hydrogenated in the presence of PtO2 (18 mg) for 16 hours. The reaction mixture was filtered and concentrated to provide the desired product in quantitative yield. MS (ESI) m/e 397 (M−H)−; 1H NMR (300 MHz, DMSO-d6) δ 9.77 (s, 1H), 7.71 (m, 2H), 7.39 (m, 2H), 7.03 (d, 1H), 6.92 (d, 1H), 3.05 (m, 1H), 2.69 (m, 2H), 1.7 (m, 4H), 1.07 (d, 3H).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-e6693aa432eb4366a75f0a9bc801cbcc
Source dataset
uspto-grants-2009_02
Patent number
US07491718B2

Reaction notes

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