HCID 68107615, compound → HCID 68107370, compound

HRID 2364729Notes

Reaction equation

HRID 2364729 reaction equation
[CH:1]1([N:6]2[C:15]3[N:14]=[C:13]([NH:16][C:17]4[CH:18]=[CH:19][C:20]([C:30]([O:32]CC5C=CC=CC=5)=[O:31])=[C:21]5[C:25]=4[O:24][CH:23]([CH2:26][N:27]([CH3:29])[CH3:28])[CH2:22]5)[N:12]=[CH:11][C:10]=3[N:9]([CH3:40])[C:8](=[O:41])[C@H:7]2[CH2:42][CH3:43])[CH2:5][CH2:4][CH2:3][CH2:2]1>CO.[Pd]>[CH:1]1([N:6]2[C:15]3[N:14]=[C:13]([NH:16][C:17]4[CH:18]=[CH:19][C:20]([C:30]([OH:32])=[O:31])=[C:21]5[C:25]=4[O:24][CH:23]([CH2:26][N:27]([CH3:29])[CH3:28])[CH2:22]5)[N:12]=[CH:11][C:10]=3[N:9]([CH3:40])[C:8](=[O:41])[C@H:7]2[CH2:42][CH3:43])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 1

HCID 68107615HCID 68107615, compound

Product 1

HCID 68107370HCID 68107370, compoundYield 30.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Benzyl 7-[[(7R)-8-cyclopentyl-7-ethyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-2-(dimethylaminomethyl)-2,3-dihydrobenzofuran-4-carboxylate 29h (120 mg, 0.20 mmol) was dissolved in 20 mL of methanol followed by the addition of palladium/carbon (12 mg, 10%). The reaction solution was stirred for 12 hours and filtered. The filtrate was concentrated under reduced pressure to obtain the title compound 7-[[(7R)-8-cyclopentyl-7-ethyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-2-(dimethylaminomethyl)-2,3-dihydrobenzofuran-4-carboxylic acid 29j (30 mg, yield: 25.8%) as a white solid.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f3d7adceaafa44ae883575b75e9b593a
Source dataset
uspto-grants-2014_04
Patent number
US08691822B2

Reaction notes

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