Hydrochloric Acid → HCID 70944817, compound

HRID 1190889Notes

Reaction equation

HRID 1190889 reaction equation
[N:1]1([C:6]([C:8]2[CH:9]=[C:10]([CH:12]=[C:13]([C:15]([N:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)=[O:16])[CH:14]=2)[NH2:11])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[C:23]1[C:32]2[C:27](=[CH:28][C:29]([Cl:33])=[CH:30][CH:31]=2)[N:26]=[CH:25][CH:24]=1.Cl>C(O)C>[N:1]1([C:6]([C:8]2[CH:9]=[C:10]([NH:11][C:23]3[C:32]4[C:27](=[CH:28][C:29]([Cl:33])=[CH:30][CH:31]=4)[N:26]=[CH:25][CH:24]=3)[CH:12]=[C:13]([C:15]([N:17]3[CH2:18][CH2:19][CH2:20][CH2:21]3)=[O:16])[CH:14]=2)=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 68664,7-DichloroquinolineHCID 847921HCID 847921, compound

Product 1

HCID 70944817HCID 70944817, compoundYield 646.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3,5-Bis[(pyrrolidin-1-yl)carbonyl]aniline (287 mg, 1.0 mmol) and 4,7-dichloroquinoline (198 mg, 1 eq) were refluxed in 20 mL of ethanol and 2 mL of HCl 1M for 12 h. The reaction mixture was then evaporated. The residue was purified by flash chromatography (DCM/MeOH//9/1) to yield expected compound as a yellow powder (2.90 g, 78% yield). m/z (ESI) 449.1 [M+H]+.

Workup

  1. customThe reaction mixture was then evaporated
  2. customThe residue was purified by flash chromatography (DCM/MeOH//9/1)

Sources & evidence

ORD record
ord-c430024523564ed0ab0efc0b5fa2dc96
Source dataset
uspto-grants-2014_03
Patent number
US08680095B2

Reaction notes

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