HCID 178526783, compound → HCID 178508005, compound

HRID 711953Notes

Reaction equation

HRID 711953 reaction equation
[N+:1]([C:4]1[C:5]([NH:13][C@H:14]2[CH2:19][CH2:18][C@@H:17]([N:20]3[CH:24]=[N:23][CH:22]=[N:21]3)[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>[N:20]1([C@@H:17]2[CH2:18][CH2:19][C@H:14]([NH:13][C:5]3[C:4]([NH2:1])=[CH:9][N:8]=[C:7]4[CH:10]=[CH:11][S:12][C:6]=34)[CH2:15][CH2:16]2)[CH:24]=[N:23][CH:22]=[N:21]1

Participants

4

Reactant 1

HCID 178526783HCID 178526783, compound

Product 1

HCID 178508005HCID 178508005, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 6-nitro-N-[cis-4-(1H-1,2,4-triazol-1-yl)cyclohexyl]thieno[3,2-b]pyridin-7-amine (32 mg, 0.093 mmol) and 10% palladium on carbon (4 mg) in methanol (0.9 mL) was hydrogenated under balloon pressure of H2 at room temperature for 2 h. The reaction was filtered and the resultant filtrate was concentrated to give the desired product, which was used directly in the next step. LCMS calculated for C15H19N6S (M+H)+: m/z=315.1. Found: 315.1.

Workup

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

Sources & evidence

ORD record
ord-d4723ba83a8e497cbea22d288e5e8e66
Source dataset
uspto-grants-2015_11
Patent number
US09181271B2

Reaction notes

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