HCID 178471804, compound → HCID 178471803, compound

HRID 712031Notes

Reaction equation

HRID 712031 reaction equation
[N+:1]([C:4]1[C:5]([NH:13][C@H:14]2[CH2:19][CH2:18][C@H:17]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:16][CH2:15]2)=[C:6]2[S:12][CH:11]=[CH:10][C:7]2=[N:8][CH:9]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[C:5]([NH:13][C@H:14]2[CH2:15][CH2:16][C@H:17]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:18][CH2:19]2)=[C:6]2[S:12][CH:11]=[CH:10][C:7]2=[N:8][CH:9]=1

Participants

4

Reactant 1

HCID 178471804HCID 178471804, compound

Product 1

HCID 178471803HCID 178471803, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Ethyl {trans-4-[(6-nitrothieno[3,2-b]pyridin-7-yl)amino]cyclohexyl}acetate (160 mg, 0.44 mmol) and 10% Pd/C (20 mg) in methanol (4 mL) was subjected to balloon pressure of H2 at room temperature for 2 h. The mixture was filtered. The filtrate was concentrated and purified on silica gel column (eluting with 0-10% MeOH in methylene chloride) to give the desired product. LCMS calculated for C17H24N3O2S (M+H)+: m/z=334.2. Found: 334.1.

Workup

  1. customat room temperature
  2. customfor 2 h
  3. filtrationThe mixture was filtered
  4. concentrationThe filtrate was concentrated
  5. custompurified on silica gel column (eluting with 0-10% MeOH in methylene chloride)

Sources & evidence

ORD record
ord-0a03d6d275eb4018a63eabf8d6c7f215
Source dataset
uspto-grants-2015_11
Patent number
US09181271B2

Reaction notes

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