HCID 23630232, compound → HCID 23630246, compound

HRID 409663Notes

Reaction equation

HRID 409663 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[N:21]=[CH:20][N:19]=[C:18]([N:22]([CH3:38])[C:23]([NH:25][C:26]3[C:31]([Cl:32])=[C:30]([O:33][CH3:34])[CH:29]=[C:28]([O:35][CH3:36])[C:27]=3[Cl:37])=[O:24])[CH:17]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>[Pd].CO>[Cl:32][C:31]1[C:30]([O:33][CH3:34])=[CH:29][C:28]([O:35][CH3:36])=[C:27]([Cl:37])[C:26]=1[NH:25][C:23](=[O:24])[N:22]([C:18]1[CH:17]=[C:16]([NH:15][C:12]2[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=2)[N:21]=[CH:20][N:19]=1)[CH3:38]

Participants

4

Reactant 1

HCID 23630232HCID 23630232, compound

Product 1

HCID 23630246HCID 23630246, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 1-[6-(4-benzyloxy-phenylamino)-pyrimidin-4-yl]-3-(2,6-dichloro-3,5-dimethoxy-phenyl)-1-methyl-urea (Example 5) (67 mg, 0.121 mmol), palladium on carbon (20 mg), and MeOH (3.5 mL) is stirred for 3 h at RT, under a hydrogen atmosphere. The reaction mixture is filtered through a pad of celite and concentrated. The residue is purified by silica gel column chromatography to provide the title compound as a brown solid: ESI-MS: 464.2/466.2 [MH]+; tR=3.91 min (purity: 100%, system 1).

Workup

  1. filtrationThe reaction mixture is filtered through a pad of celite
  2. concentrationconcentrated
  3. customThe residue is purified by silica gel column chromatography

Sources & evidence

ORD record
ord-8b210847eb4f4afaa019c19a05f8eb69
Source dataset
uspto-grants-2014_06
Patent number
US08759517B2

Reaction notes

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