Pyrrolidine → HCID 11195876, compound

HRID 1374745Notes

Reaction equation

HRID 1374745 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][OH:13])=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:14])[CH:3]=1.[NH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1>>[CH3:14][C:4]1[CH:3]=[C:2]([N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)[C:11]2[C:6](=[CH:7][C:8]([CH2:12][OH:13])=[CH:9][CH:10]=2)[N:5]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 11264243HCID 11264243, compound

Product 1

HCID 11195876HCID 11195876, compoundYield 90%

Procedure

(4-Chloro-2-methyl-quinolin-7-yl)-methanol (750 mg, 3.61 mmol) was refluxed in pyrrolidine (6.42 g, 90.3 mmol) for 16 h. Most of the pyrrolidine was then removed under reduced pressure, the oily residue was taken up in toluene, evaporated, and the solid obtained triturated in ethyl acetate, filtered and dried to afford the title compound (785 mg, 90%). Light brown solid, ISP-MS: m/e==243.3 ([M+H]+).

Workup

  1. customMost of the pyrrolidine was then removed under reduced pressure
  2. customevaporated
  3. customthe solid obtained
  4. customtriturated in ethyl acetate
  5. filtrationfiltered
  6. customdried

Sources & evidence

ORD record
ord-54ef82eafdf743b38023efe9e89898f7
Source dataset
uspto-grants-2007_01
Patent number
US07166589B2

Reaction notes

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