Hydrochloric Acid → HCID 178428234, compound

HRID 2175055Notes

Reaction equation

HRID 2175055 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[NH:11][C:12]2[C:17]([N+:18]([O-])=O)=[CH:16][CH:15]=[C:14]([NH:21][C:22]3[NH:23][N:24]=[C:25]([CH3:27])[CH:26]=3)[N:13]=2)=[CH:4][CH:3]=1.[In].[ClH:29]>CO>[ClH:29].[ClH:29].[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[NH:11][C:12]2[C:17]([NH2:18])=[CH:16][CH:15]=[C:14]([NH:21][C:22]3[NH:23][N:24]=[C:25]([CH3:27])[CH:26]=3)[N:13]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 5359967IndiumHCID 178428236HCID 178428236, compound

Product 1

HCID 178428234HCID 178428234, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Dissolve N2-(6-fluoroindan-1-yl)-N6-(5-methyl-2H-pyrazol-3-yl)-3-nitropyridine-2,6-diamine (0.571 g, 1.55 mmol) in methanol (10 mL). Add indium (0.890 g, 7.75 mmol) and hydrochloric acid (12N, 0.65 mL, 7.75 mmol). Stir the mixture under nitrogen for one hour. Filter the reaction mixture through Celite® 521 and wash the solids with methanol. Concentrate the filtrate in vacuo to afford crude N2-(6-fluoroindan-1-yl)-N6-(5-methyl-2H-pyrazol-3-yl)-pyridine-2,3,6-triamine dihydrochloride.

Workup

  1. filtrationFilter the reaction mixture through Celite® 521
  2. washwash the solids with methanol
  3. concentrationConcentrate the filtrate in vacuo

Sources & evidence

ORD record
ord-e96d0acc175c441ea965bc7f48c20c68
Source dataset
uspto-grants-2015_06
Patent number
US09062050B2

Reaction notes

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