Water → HCID 15456859, compound

HRID 1166044Notes

Reaction equation

HRID 1166044 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]2[CH:17]=[C:12]3[CH2:13][CH2:14][CH2:15][CH2:16][N:11]3[N:10]=2)=[CH:4][C:3]=1[OH:18].[Cl:19]N1C(=O)CCC1=O.O>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]2[C:17]([Cl:19])=[C:12]3[CH2:13][CH2:14][CH2:15][CH2:16][N:11]3[N:10]=2)=[CH:4][C:3]=1[OH:18]

Participants

5

Reactant 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 15456858HCID 15456858, compound

Product 1

HCID 15456859HCID 15456859, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
65 °C

Procedure

A mixture of 2-chloro-4-fluoro-5-(4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-yl)-phenol (5.0 g) and N-chlorosuccinimide (2.65 g) in N,N-dimethylformamide (30 ml) was stirred at 65° C. for 2 hours. The resulting mixture was poured into water and the precipitate was collected by filtration and dried. 2-Chloro-5-(3-chloro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-yl)-4-fluorophenol (5.50 g) was obtained as a white solid.

Workup

  1. filtrationthe precipitate was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-ab7c133abf6d41f89309610687d664ec
Source dataset
uspto-grants-2003_09
Patent number
US06613718B2

Reaction notes

Loading…