Phosphorus oxychloride → 4-Chloro-6-(4-chlorophenyl)-2-methyl-2H-pyrazolo[3,4-b]pyridine

HRID 65993Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10](O)[C:11]3[C:12](=[N:14][N:15]([CH3:17])[CH:16]=3)[N:13]=2)=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:10]1[C:11]2[C:12](=[N:14][N:15]([CH3:17])[CH:16]=2)[N:13]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH:9]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 178479972HCID 178479972, compound

Product 1

HCID 227568494-Chloro-6-(4-chlorophenyl)-2-methyl-2H-pyrazolo[3,4-b]pyridine

Procedure

Following the procedure of Example 2, 37.8 g. of 6-(4-chlorophenyl)-2-methyl-2H-pyrazolo[3,4-b]pyridin-4-ol (0.146 mol.) and 165 ml. of phosphorus oxychloride yield 35.1 g. (86%) of 4-chloro-6-(4-chlorophenyl)-2-methyl-2H-pyrazolo[3,4-b]pyridine, recrystallized from ethanol; m.p. 177°-179°.

Workup

custom(86%) of 4-chloro-6-(4-chlorophenyl)-2-methyl-2H-pyrazolo[3,4-b]pyridine, recrystallized from ethanol

Sources & evidence

ORD record: ord-38c2499c8df74fc7a2d43f28d154eaf7
Source dataset: uspto-grants-1978_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04129738

Reaction notes

Loading…