HCID 86717452, compound → HCID 86717453, compound

HRID 711990Notes

Reaction equation

HRID 711990 reaction equation
[N+:1]([C:4]1[C:5]([NH:13][CH:14]2[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]2)=[C:6]2[S:12][CH:11]=[CH:10][C:7]2=[N:8][CH:9]=1)([O-])=O>[Pd].CO>[NH2:1][C:4]1[C:5]([NH:13][CH:14]2[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]2)=[C:6]2[S:12][CH:11]=[CH:10][C:7]2=[N:8][CH:9]=1

Participants

4

Reactant 1

HCID 86717452HCID 86717452, compound

Product 1

HCID 86717453HCID 86717453, compoundYield 102%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of tert-butyl 4-[(6-nitrothieno[3,2-b]pyridin-7-yl)amino]piperidine-1-carboxylate (0.70 g, 1.8 mmol) and 10% palladium on carbon (0.2 g) in methanol (20 mL) was subjected to balloon pressure of H2 at room temperature for 5 h. The reaction mixture was filtered and concentrated and to give the desired product (0.64 g, 100%). LCMS calculated for C17H25N4O2S (M+H)+: m/z=349.2. Found: 349.1.

Workup

  1. customat room temperature
  2. customfor 5 h
  3. filtrationThe reaction mixture was filtered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e42fa4b4c0d14b9f8044fabe45d38c61
Source dataset
uspto-grants-2015_11
Patent number
US09181271B2

Reaction notes

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