Hydrochloric Acid → HCID 76284791, compound

HRID 1778723Notes

Reaction equation

HRID 1778723 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([Cl:12])[C:3]=1[C:13]1[N:18]=[CH:17][C:16]2[C:19](/[CH:28]=[CH:29]/[C:30]3[CH:31]=[N:32][N:33]([CH3:35])[CH:34]=3)=[N:20][N:21](C3CCCCO3)[C:15]=2[CH:14]=1.Cl.C(Cl)(=O)C>CO>[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([Cl:12])[C:3]=1[C:13]1[N:18]=[CH:17][C:16]2[C:19](/[CH:28]=[CH:29]/[C:30]3[CH:31]=[N:32][N:33]([CH3:35])[CH:34]=3)=[N:20][NH:21][C:15]=2[CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 86722832HCID 86722832, compound

Product 1

HCID 76284791HCID 76284791, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

6-(2,6-Dichloro-3,5-dimethoxyphenyl)-3-[(E)-2-(1-methyl-1H-pyrazol-4-yl)vinyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridine was dissolved in methanol (0.8 mL). To the solution was added HCl solution previously prepared from acetyl chloride (0.5 mL) and methanol (0.5 mL). The mixture was stirred at r.t. for 2 h. The solvent was removed. The residue was dissolved in methanol, and purified by RP-HPLC (pH=10) to afford the desired product (4.9 mg). LCMS (M+H)+=430.1.

Workup

  1. customThe solvent was removed
  2. dissolutionThe residue was dissolved in methanol
  3. custompurified by RP-HPLC (pH=10)

Sources & evidence

ORD record
ord-7f0f30a4f9284c5b8c7c9e20c2f7abd5
Source dataset
uspto-grants-2016_02
Patent number
US09266892B2

Reaction notes

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