HCID 58542205, compound → HCID 58542265, compound

HRID 2067893Notes

Reaction equation

HRID 2067893 reaction equation
[F:1][CH:2]([F:42])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[N:12][C:13]([NH:16][C:17]3[CH:18]=[CH:19][C:20]([CH3:41])=[C:21]([NH:23][C:24]([N:26]4[CH2:33][C:30]5([CH2:32][CH2:31]5)[N:29](CC5C=CC=CC=5)[CH2:28][CH2:27]4)=[O:25])[CH:22]=3)=[N:14][CH:15]=2)=[CH:6][CH:5]=1.[H][H]>CO.[Pd]>[F:42][CH:2]([F:1])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[N:12][C:13]([NH:16][C:17]3[CH:18]=[CH:19][C:20]([CH3:41])=[C:21]([NH:23][C:24]([N:26]4[CH2:33][C:30]5([CH2:32][CH2:31]5)[NH:29][CH2:28][CH2:27]4)=[O:25])[CH:22]=3)=[N:14][CH:15]=2)=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 58542205HCID 58542205, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58542265HCID 58542265, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-(5-(5-(4-(difluoromethoxy)phenyl)pyrimidin-2-ylamino)-2-methylphenyl)-4-(phenylmethyl)-4,7-diazaspiro[2.5]octane-7-carboxamide D8a (prepared as described for D1; 0.2 mmol) is dissolved in 10 mL MeOH followed by addition of 5% mol of Pd/C (10% in weight). The flask is charged with a hydrogen balloon for 12 h stiffing. The mixture is filtered over a celite pad and the filtrate is concentrated to afford N-(5-(5-(4-(difluoromethoxy)phenyl)pyrimidin-2-ylamino)-2-methylphenyl)-4,7-diazaspiro[2.5]octane-7-carboxamide D8, which is used without further purification. MS (m/z) (M+1)+: 523.1.

Workup

  1. filtrationThe mixture is filtered over a celite pad
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-91567a6f78374b4b92d787f65faf1cbe
Source dataset
uspto-grants-2012_10
Patent number
US08293757B2

Reaction notes

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