Hydrochloric Acid → HCID 58200262, compound

HRID 539646Notes

Reaction equation

HRID 539646 reaction equation
C([Si](C)(C)[O:6][CH2:7][CH2:8][N:9]1[C:17]2[C:12](=[CH:13][C:14]([CH3:35])=[C:15]([NH:18][C:19]3[N:27]4[C:22]([CH2:23][O:24][CH2:25][C@H:26]4[C:28]4[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=4)=[N:21][N:20]=3)[CH:16]=2)[CH:11]=[N:10]1)(C)(C)C.Cl>CO>[F:34][C:31]1[CH:32]=[CH:33][C:28]([C@@H:26]2[CH2:25][O:24][CH2:23][C:22]3=[N:21][N:20]=[C:19]([NH:18][C:15]4[CH:16]=[C:17]5[C:12]([CH:11]=[N:10][N:9]5[CH2:8][CH2:7][OH:6])=[CH:13][C:14]=4[CH3:35])[N:27]23)=[CH:29][CH:30]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58200233HCID 58200233, compound

Product 1

HCID 58200262HCID 58200262, compoundYield 81.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirring room temperature solution of {1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-1H-indazol-6-yl}-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-yl]-amine (110 mg, 0.21 mmol) in MeOH (5 mL) was added 6N aqueous HCl (0.5 mL). The mixture was stirred at room temperature for 15 minutes and then concentrated under reduced pressure. The residue was recrystallized from MeOH/EtOAc/diethyl ether to give 70 mg of 2-{6-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-ylamino]-5-methyl-indazol-1-yl}-ethanol, MP=215-217° C., MS (M+H)=409.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was recrystallized from MeOH/EtOAc/diethyl ether

Sources & evidence

ORD record
ord-d17c8ecea0e849b785291dc83b945a3c
Source dataset
uspto-grants-2014_10
Patent number
US08871760B2

Reaction notes

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