Thionyl Chloride → HCID 86598731, compound

HRID 1192329Notes

Reaction equation

HRID 1192329 reaction equation
S(Cl)([Cl:3])=O.[N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([N:15]2[CH2:20][CH2:19][CH:18]([C:21]([OH:23])=O)[CH2:17][CH2:16]2)=[N:7][CH:6]=1>C(Cl)Cl>[ClH:3].[N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([N:15]2[CH2:20][CH2:19][CH:18]([C:21]([Cl:3])=[O:23])[CH2:17][CH2:16]2)=[N:7][CH:6]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 7353391-Quinazolin-4-yl-piperidine-4-carboxylic acid

Product 1

HCID 86598731HCID 86598731, compoundYield 74.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Thionyl chloride (1.37 mL, 18.8 mmol) was added to a suspension of 1-quinazolin-4-yl-piperidine-4-carboxylic acid (2.20 g, 8.55 mmol) in DCM (40 mL), which results in a clear solution. After being stirred for 2 hours, a precipitate forms and was filtered off to give 1-quinazolin-4-yl-piperidine-4-carbonyl chloride hydrochloride as a white solid (2.0 g).

Workup

  1. customresults in a clear solution
  2. filtrationa precipitate forms and was filtered off

Sources & evidence

ORD record
ord-8659a3f04aa242baaec9ee6acec4580a
Source dataset
uspto-grants-2014_03
Patent number
US08680114B2

Reaction notes

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