Thionyl Chloride → HCID 90386549, compound

HRID 588059Notes

Reaction equation

HRID 588059 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[N:23]=[CH:22][CH:21]=[CH:20][C:16]=2[C:17](O)=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:26])=O>C(Cl)Cl>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[N:23]=[CH:22][CH:21]=[CH:20][C:16]=2[CH2:17][Cl:26])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 714965982-(1-Benzylpiperidin-4-ylamino)nicotinic acid

Product 1

HCID 90386549HCID 90386549, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-(1-benzylpiperidin-4-ylamino)nicotinic acid (311 mg, 1.0 mmol, 1.0 eq) prepared in Preparation Example 16, and thionyl chloride (1.5 mmol) in 5 ml of methylene chloride was stirred for 1 hr under reflux. The reaction mixture was cooled to room temperature and immediately used in the next step without further purification.

Workup

  1. temperatureunder reflux
  2. customimmediately used in the next step without further purification

Sources & evidence

ORD record
ord-31f9d1fac0f942d0b410468473b0c8fb
Source dataset
uspto-grants-2016_01
Patent number
US09227955B2

Reaction notes

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