HCID 58999592, compound → HCID 58999571, compound

HRID 1593589Notes

Reaction equation

HRID 1593589 reaction equation
C([N:8]1[CH2:17][CH2:16][C:15]2[C:14]([NH:18][C:19]([C:21]34[CH2:30][CH:25]5[CH2:26][CH:27]([CH2:29][CH:23]([CH2:24]5)[CH2:22]3)[CH2:28]4)=[O:20])=[N:13][CH:12]=[N:11][C:10]=2[CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[OH-].[OH-].[Pd+2]>[N:11]1[C:10]2[CH2:9][NH:8][CH2:17][CH2:16][C:15]=2[C:14]([NH:18][C:19]([C:21]23[CH2:30][CH:25]4[CH2:24][CH:23]([CH2:29][CH:27]([CH2:26]4)[CH2:28]2)[CH2:22]3)=[O:20])=[N:13][CH:12]=1

Participants

5

Reactant 2

HCID 58999592HCID 58999592, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58999571HCID 58999571, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

Adamantane-1-carboxylic acid (7-benzyl-5,6,7,8-tetrahydro-pyrido[3,4-d]pyrimidin-4-yl)-amide (1.1 g, 2.64 mmole) was suspended in 30 ml of methanol. To the mixture was added palladium hydroxide on carbon (20% wt, 0.41 g) and the reaction was shaken under 60 PSI of hydrogen gas for 16 hrs. The mixture was filtered through celite and the filtrate was concentrated to give the desired product as an off white solid (0.8 g).

Workup

  1. filtrationThe mixture was filtered through celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-3ad7691eefcc4aa5b521f725793f4347
Source dataset
uspto-grants-2007_11
Patent number
US07297700B2

Reaction notes

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