Hydrochloride methanol → HCID 67253705, compound

HRID 2426967Notes

Reaction equation

HRID 2426967 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[CH:12][C:11]([C:16](=[O:28])/[C:17](/[C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=3[F:27])=[N:18]\O)=[CH:10]2)=[C:4]([CH3:29])[CH:3]=1.Cl.CO>CO.[Pd]>[ClH:1].[NH2:18][CH:17]([C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=1[F:27])[CH:16]([C:11]1[CH:12]=[CH:13][C:14](=[O:15])[N:9]([C:5]2[C:4]([CH3:29])=[CH:3][CH:2]=[CH:7][C:6]=2[CH3:8])[CH:10]=1)[OH:28]

Participants

5

Reactant 2

HCID 21893726Hydrochloride methanolHCID 87325788HCID 87325788, compound

Product 1

HCID 67253705HCID 67253705, compoundYield 115.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of the compound prepared in Example 51 (250 mg) in methanol (12 mL) was added 10% hydrochloric acid-methanol solution (3 mL) and added 10% palladium/carbon (50 mg, 25% wt) subsequently. The mixture was stirred at room temperature for 5 hours under an atmosphere of hydrogen. The reaction mixture was filtered through Celite (trade name). The filtrate was concentrated and dried to give the title compound (281 mg) having the following physical data. MS (APCI, Pos, 20V): 371 (M+H)30.

Workup

  1. filtrationThe reaction mixture was filtered through Celite (trade name)
  2. concentrationThe filtrate was concentrated
  3. customdried

Sources & evidence

ORD record
ord-9922a2d8ceb44b54badb3ba4bd9c903a
Source dataset
uspto-grants-2011_06
Patent number
US07968572B2

Reaction notes

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