Methanol → HCID 67992379, compound

HRID 1807877Notes

Reaction equation

HRID 1807877 reaction equation
[F:1][C:2]1([F:35])[CH2:7][CH2:6][CH:5]([C:8]2[N:12]3[C:13]4[C:18]([NH:19][C:20](=[O:21])[C:11]3=[N:10][N:9]=2)=[CH:17][C:16]([C:22]([N:24]2[C:32]3[C:27](=[CH:28][C:29]([F:33])=[CH:30][CH:31]=3)[CH2:26][CH2:25]2)=[O:23])=[C:15]([CH3:34])[CH:14]=4)[CH2:4][CH2:3]1.CO.[ClH:38].C(OCC)(=O)C>O1CCCC1>[ClH:38].[F:35][C:2]1([F:1])[CH2:7][CH2:6][CH:5]([C:8]2[N:12]3[C:13]4[C:18]([NH:19][C:20](=[O:21])[C:11]3=[N:10][N:9]=2)=[CH:17][C:16]([C:22]([N:24]2[C:32]3[C:27](=[CH:28][C:29]([F:33])=[CH:30][CH:31]=3)[CH2:26][CH2:25]2)=[O:23])=[C:15]([CH3:34])[CH:14]=4)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 887MethanolHCID 21866389Hydrogen chloride-ethyl acetateHCID 469101431-(4,4-difluorocyclohexyl)-7-[(5-fluoro-2,3-dihydro-1H-indol-1-yl)carbonyl]-8-methyl[1,2,4]triazolo[4,3-a]quinoxalin-4(5H)-one

Product 1

HCID 67992379HCID 67992379, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of 106 mg of 1-(4,4-difluorocyclohexyl)-7-[(5-fluoro-2,3-dihydro-1H-indol-1-yl)carbonyl]-8-methyl[1,2,4]triazolo[4,3-a]quinoxalin-4(5H)-one, 1 mL of methanol, and 1 mL of tetrahydrofuran was added 55 μL of 4 M hydrogen chloride/ethyl acetate, followed by stirring at room temperature for 1 hour. The reaction solution was concentrated under reduced pressure. The obtained residue was triturated with a mixture of ethyl acetate, diethyl ether, and normal hexane to give a powder, and the suspension was stirred for 30 minutes. The solid was collected by filtration and dried under reduced pressure to obtain 97 mg of 1-(4,4-difluorocyclohexyl)-7-[(5-fluoro-2,3-dihydro-1H-indol-1-yl)carbonyl]-8-methyl[1,2,4]triazolo[4,3-a]quinoxalin-4(5H)-one hydrochloride as a pale yellow solid.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customThe obtained residue was triturated with a mixture of ethyl acetate, diethyl ether, and normal hexane
  3. customto give a powder
  4. stirringthe suspension was stirred for 30 minutes
  5. filtrationThe solid was collected by filtration
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-6f82425d54184cd6ac1c7ce1f599938a
Source dataset
uspto-grants-2013_01
Patent number
US08357688B2

Reaction notes

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