HCID 178486296, compound → HCID 178486295, compound

HRID 711987Notes

Reaction equation

HRID 711987 reaction equation
[CH3:1][NH:2][S:3]([CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14]2[C:19]([N+:20]([O-])=O)=[CH:18][N:17]=[C:16]3[CH:23]=[CH:24][S:25][C:15]=23)[CH2:9][CH2:8]1)(=[O:5])=[O:4]>[Pd].CO>[NH2:20][C:19]1[C:14]([NH:13][C@H:10]2[CH2:9][CH2:8][C@H:7]([CH2:6][S:3]([NH:2][CH3:1])(=[O:5])=[O:4])[CH2:12][CH2:11]2)=[C:15]2[S:25][CH:24]=[CH:23][C:16]2=[N:17][CH:18]=1

Participants

4

Reactant 1

HCID 178486296HCID 178486296, compound

Product 1

HCID 178486295HCID 178486295, compoundYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of N-methyl-1-{trans-4-[(6-nitrothieno[3,2-b]pyridin-7-yl)amino]cyclohexyl}methanesulfonamide (35 mg, 0.091 mmol) and 10% palladium on carbon (10 mg) in methanol (1.0 mL) was stirred under an atmosphere of H2 for 10 h. The mixture was filtered through Celite. The filtrate was concentrated under reduced pressure to give the desired product (32 mg). LCMS calculated for C15H23N4O2S2 (M+H)+: m/z=355.1. Found: 355.1.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-cf95487acdfb4f869838cb1a0db42d65
Source dataset
uspto-grants-2015_11
Patent number
US09181271B2

Reaction notes

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