HCID 86686508, compound → HCID 86686509, compound

HRID 239154Notes

Reaction equation

HRID 239154 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:15]3[S:23][CH2:22][CH2:21][C:16]=3[N:17]=[C:18](Cl)[N:19]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[Ni]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[C:15]3[S:23][CH2:22][CH2:21][C:16]=3[N:17]=[CH:18][N:19]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 86686508HCID 86686508, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86686509HCID 86686509, compoundYield 38.2%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

200 mg 4-(2-Chloro-6,7-dihydro-thieno[3,2-d]pyrimidin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester and 200 mg Raney-nickel in 20 mL methanol was stirred at 65° C. for 10 h under 4 bar hydrogen atmosphere. The reaction was filtered and the filtrate was evaporated. The residue was purified by HPLC to give 69 mg of the desired product. (M+H)+: 323/324, Rt: 1.58 min (method AD)

Workup

  1. filtrationThe reaction was filtered
  2. customthe filtrate was evaporated
  3. customThe residue was purified by HPLC

Sources & evidence

ORD record
ord-a41dbdf0358a44f9b2564f0860bfad95
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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