Hydrochloric Acid → HCID 178434414, compound

HRID 2279094Notes

Reaction equation

HRID 2279094 reaction equation
[CH3:1][C:2]1([CH3:33])[CH2:7][NH:6][CH2:5][CH2:4][N:3]1[CH2:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][C:16]=2[F:22])[N:12]=[C:11]2[N:23](C3CCCCO3)[N:24]=[C:25]([CH3:26])[C:10]=12.Cl>O1CCCC1>[CH3:1][C:2]1([CH3:33])[CH2:7][NH:6][CH2:5][CH2:4][N:3]1[CH2:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][C:16]=2[F:22])[N:12]=[C:11]2[NH:23][N:24]=[C:25]([CH3:26])[C:10]=12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1366231934-[4-(2,2-Dimethyl-piperazin-1-ylmethyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-6-yl]-3-fluoro-phenol

Product 1

HCID 178434414HCID 178434414, compoundYield 56.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

130 mg 4-[4-(2,2-dimethyl-piperazin-1-ylmethyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-6-yl]-3-fluoro-phenol were dissolved in 5 ml dry tetrahydrofurane and 1 ml HCl (4N in 1,4-dioxane) was added. After stirring the reaction at r.t. for 60 min the volatiles were removed in vacuo and the resulting residue was purified by flash chromatography (silica, heptane/ethyl acetate/methanol gradient). 60 mg (23%) of the title compound were obtained.

Workup

  1. customthe reaction at r.t. for 60 min the volatiles
  2. customwere removed in vacuo
  3. customthe resulting residue was purified by flash chromatography (silica, heptane/ethyl acetate/methanol gradient)

Sources & evidence

ORD record
ord-fa40a808c81f40ffa98140cf2d9b6ab6
Source dataset
uspto-grants-2015_09
Patent number
US09133181B2

Reaction notes

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