HCID 178504878, compound → HCID 178504876, compound

HRID 711947Notes

Reaction equation

HRID 711947 reaction equation
[CH3:1][S:2]([CH2:5][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:4])=[O:3]>[Pd].CO>[CH3:1][S:2]([CH2:5][CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14]2[C:19]([NH2:20])=[CH:18][N:17]=[C:16]3[CH:23]=[CH:24][S:25][C:15]=23)[CH2:9][CH2:8]1)(=[O:3])=[O:4]

Participants

4

Reactant 1

HCID 178504878HCID 178504878, compound

Product 1

HCID 178504876HCID 178504876, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of N-{trans-4-[2-(methylsulfonyl)ethyl]cyclohexyl}-6-nitrothieno[3,2-b]pyridin-7-amine (220 mg, 0.57 mmol) and 10% palladium on carbon (60 mg, 0.06 mmol) in methanol (4 mL) was hydrogenated under balloon pressure of H2 at room temperature for 2 h. The reaction mixture was filtered and the filtrate was concentrated to give the desired product, which was used in the next step directly. LCMS calculated for C16H24N3O2S2 (M+H)+: m/z=354.1. Found: 354.0.

Workup

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

Sources & evidence

ORD record
ord-e34051f520944be68f0ba3db05f78a42
Source dataset
uspto-grants-2015_11
Patent number
US09181271B2

Reaction notes

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