Pyridine → HCID 90426111, compound

HRID 2278987Notes

Reaction equation

HRID 2278987 reaction equation
[C:1]([Cl:4])(Cl)=[O:2].[CH3:5][C:6]1([CH3:18])[CH2:11][CH:10]([N:12]2[CH2:16][CH2:15][NH:14][C:13]2=[O:17])[CH2:9][CH2:8][O:7]1.N1C=CC=CC=1>C(Cl)Cl>[CH3:5][C:6]1([CH3:18])[CH2:11][CH:10]([N:12]2[CH2:16][CH2:15][N:14]([C:1]([Cl:4])=[O:2])[C:13]2=[O:17])[CH2:9][CH2:8][O:7]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6371PhosgeneHCID 83039773HCID 83039773, compound

Product 1

HCID 90426111HCID 90426111, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A 0° C. solution of phosgene (20% in toluene, 0.361 mL, 0.676 mmol) in DCM (2 mL), under Ar, was treated slowly drop-wise with a solution of 1-(2,2-dimethyltetrahydro-2H-pyran-4-yl)imidazolidin-2-one (0.067 g, 0.338 mmol) and pyridine (0.055 mL, 0.676 mmol) in DCM (1 mL). The mixture was warmed to RT and concentrated to dryness to afford 3-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-2-oxoimidazolidine-1-carbonyl chloride as a yellow solid which was carried on to the next step assuming 100% yield (88 mg).

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-f00fe20ed0514bafa93a91ba4ac5fd15
Source dataset
uspto-grants-2015_09
Patent number
US09133183B2

Reaction notes

Loading…