Pyrrolidine → HCID 11195876, compound

HRID 1829740Notes

Reaction equation

HRID 1829740 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-a296ae48ae4c41388521aafdf9f34202
Source dataset
uspto-grants-2006_06
Patent number
US07064134B2

Reaction notes

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