Hydrochloric Acid → HCID 71279493, compound

HRID 246763Notes

Reaction equation

HRID 246763 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:12]3[N:13]=[C:14]4[C:20]([C:21]([NH:23][CH:24]5[CH2:29][O:28][CH2:27][CH:26]([NH:30]C(=O)[O-])[CH2:25]5)=[O:22])=[CH:19][NH:18][C:15]4=[N:16][CH:17]=3)=[N:7][N:8]2[CH3:11])=[CH:4][CH:3]=1.[ClH:34]>O1CCOCC1>[ClH:34].[NH2:30][CH:26]1[CH2:27][O:28][CH2:29][CH:24]([NH:23][C:21]([C:20]2[C:14]3[C:15](=[N:16][CH:17]=[C:12]([C:6]4[C:5]5[C:9](=[CH:10][C:2]([F:1])=[CH:3][CH:4]=5)[N:8]([CH3:11])[N:7]=4)[N:13]=3)[NH:18][CH:19]=2)=[O:22])[CH2:25]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86678016HCID 86678016, compound

Product 1

HCID 71279493HCID 71279493, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 5-(2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamido)-tetrahydro-2H-pyran-3-ylcarbamate (120 mg, 0.24 mmol) in 10 mL of dioxane was bubbled HCl gas for 3 h. The reaction mixture was stirred overnight at room temperature. The formed precipitate was separated by filtration and the filter cake was washed with 10 mL of ether to give 30 mg of N-(5-amino-tetrahydro-2H-pyran-3-yl)-2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide hydrochloride. LCMS: (M+H)+=410.

Workup

  1. customThe formed precipitate was separated by filtration
  2. washthe filter cake was washed with 10 mL of ether

Sources & evidence

ORD record
ord-557638145d6f45629040322486a93310
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

Loading…