HCID 178526785, compound → HCID 178508007, compound

HRID 711938Notes

Reaction equation

HRID 711938 reaction equation
[N+:1]([C:4]1[C:5]([NH:13][C@H:14]2[CH2:19][CH2:18][C@H:17]([OH:20])[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][C@H:14]2[CH2:19][CH2:18][C@H:17]([OH:20])[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 178526785HCID 178526785, compound

Product 1

HCID 178508007HCID 178508007, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of trans-4-[(6-nitrothieno[3,2-b]pyridin-7-yl)amino]cyclohexanol (50 mg, 0.2 mmol) and 10% palladium on carbon (7 mg) in methanol (2 mL) was hydrogenated under balloon pressure of H2 at room temperature for 2 h. The reaction mixture was filtered. The filtrate was concentrated to give the desired product, which was used directly in the next step. LCMS calculated for C13H18N3OS (M+H)+: m/z=264.1. Found: 264.1.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-8ee054e61b344986b32f435771e0793b
Source dataset
uspto-grants-2015_11
Patent number
US09181271B2

Reaction notes

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