HCID 68468051, compound → HCID 68465849, compound

HRID 503006Notes

Reaction equation

HRID 503006 reaction equation
Cl[C:2]1[S:6][C:5]([C:7]2([C:12]3[N:16]4[CH2:17][CH2:18][N:19](C(OCC5C=CC=CC=5)=O)[CH2:20][CH2:21][C:15]4=[N:14][N:13]=3)[CH2:11][CH2:10][CH2:9][CH2:8]2)=[CH:4][CH:3]=1>CO.O1CCOCC1.[OH-].[Pd+2].[OH-]>[S:6]1[CH:2]=[CH:3][CH:4]=[C:5]1[C:7]1([C:12]2[N:16]3[CH2:17][CH2:18][NH:19][CH2:20][CH2:21][C:15]3=[N:14][N:13]=2)[CH2:8][CH2:9][CH2:10][CH2:11]1

Participants

5

Reactant 1

HCID 68468051HCID 68468051, compound

Product 1

HCID 68465849HCID 68465849, compoundYield 53.3%

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

Benzyl 3-[1-(5-chloro-2-thienyl)cyclopentyl]-5,6,8,9-tetrahydro-7H-[1,2,4]triazolo[4,3-d][1,4]diazepine-7-carboxylate (565 mg) was dissolved in a mixed solvent of methanol (10 ml) and 1,4-dioxane (5 ml). After palladium hydroxide (86 mg) was added thereto, the whole was stirred under a hydrogen atmosphere of 1 atm at room temperature for 48 hours to obtain 3-[1-(2-thienyl)cyclopentyl]-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-d][1,4]diazepine (190 mg).

Sources & evidence

ORD record
ord-41ee3c8e13494c25bd95919ebf729018
Source dataset
uspto-grants-2010_08
Patent number
US07776897B2

Reaction notes

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