Benzoyl chloride → HCID 14032549, compound

HRID 652153Notes

Reaction equation

HRID 652153 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:11]3[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]3)=[N:7][NH:8]2)=[CH:4][CH:3]=1.[C:18](Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CCOCC>[ClH:1].[C:18]([N:8]1[C:9]2[C:5](=[CH:4][CH:3]=[C:2]([Cl:1])[CH:10]=2)[C:6]([CH:11]2[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]2)=[N:7]1)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 178480240HCID 178480240, compound

Product 1

HCID 14032549HCID 14032549, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 3.0 g of 6-chloro-3-(1-methyl-4-piperidinyl)-1H-indazole and 8 ml of benzoyl chloride was heated at 100° C. on a steam bath for 4 hrs. The reaction mixture was cooled to ambient temperature and ether was added. The precipitate was filtered, washed with ether and dried. Recrystallization from ethanol (twice) yielded 2.6 g (56%) of product, mp 248°-250° C.

Workup

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. filtrationThe precipitate was filtered
  3. washwashed with ether
  4. customdried
  5. customRecrystallization from ethanol (twice)

Sources & evidence

ORD record
ord-e05c61abd6cd4f3c86b527f86426dd95
Source dataset
uspto-grants-1987_06
Patent number
US04670447

Reaction notes

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