Thionyl Chloride → HCID 131711526, compound

HRID 237117Notes

Reaction equation

HRID 237117 reaction equation
[CH2:1]([N:3]1[C:7]2=[N:8][CH:9]=[C:10]([CH2:12]O)[CH:11]=[C:6]2[C:5]([CH3:14])=[N:4]1)[CH3:2].S(Cl)([Cl:17])=O>C1C=CC=CC=1>[ClH:17].[Cl:17][CH2:12][C:10]1[CH:11]=[C:6]2[C:5]([CH3:14])=[N:4][N:3]([CH2:1][CH3:2])[C:7]2=[N:8][CH:9]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 21315237HCID 21315237, compound

Product 1

HCID 131711526HCID 131711526, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To 11 g. of 1-ethyl-3-methyl-1H-pyrazolo-[3,4-b]pyridine-5-methanol (0.057 mol.), dissolved in 50 ml. of anhydrous benzene are added dropwise 55 ml. of thionyl chloride. A white suspension formed by this reaction is stirred for an additional three hours at room temperature. Then the slurry is sucked off, washed with benzene and dried at 70°, yield: 6.6 g. of 5-chloromethyl-1-ethyl-3-methyl-1H-pyrazolo[3,4-b]pyridine, hydrochloride (1:1); m.p. 154°-157°.

Workup

  1. customA white suspension formed by this reaction
  2. washwashed with benzene
  3. customdried at 70°

Sources & evidence

ORD record
ord-11fe05c4fb54484081d348d9d90030df
Source dataset
uspto-grants-1979_06
Patent number
US04159380

Reaction notes

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