HCID 86717481, compound → HCID 86717482, compound

HRID 712027Notes

Reaction equation

HRID 712027 reaction equation
[N+:1]([C:4]1[C:5]([NH:13][CH:14]2[CH2:19][CH2:18][CH:17]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[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][CH:14]2[CH2:15][CH2:16][CH:17]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:25])([CH3:24])[CH3:26])[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 86717481HCID 86717481, compound

Product 1

HCID 86717482HCID 86717482, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

tert-Butyl {4-[(6-nitrothieno[3,2-b]pyridin-7-yl)amino]cyclohexyl}carbamate (216 mg, 0.550 mmol) and 10% Pd/C (20 mg) in methanol (5 mL) was subjected to balloon pressure of H2 at room temperature for 2 h. The mixture was filtered, concentrated and purified on silica gel column (eluting with 0-10% MeOH in methylene chloride) to give the desired product. LCMS calculated for C18H27N4O2S (M+H)+: m/z=363.2. Found: 363.1.

Workup

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

Sources & evidence

ORD record
ord-e53a35fec8a1487bbc1437b973b5b9db
Source dataset
uspto-grants-2015_11
Patent number
US09181271B2

Reaction notes

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