Water → HCID 86647513, compound

HRID 2092114Notes

Reaction equation

[Cl:1][C:2]1[C:3](=[O:19])[NH:4][N:5]=[CH:6][C:7]=1[NH:8][C@@H:9]1[CH2:14][C@@H:13]2[CH2:15][C@@H:11]([C:12]2([CH3:17])[CH3:16])[C@H:10]1[CH3:18].CC1C=CC(S(O[CH2:31][C@@H:32]2[CH2:34][O:33]2)(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[Cl:1][C:2]1[C:3](=[O:19])[N:4]([CH2:31][C@@H:32]2[CH2:34][O:33]2)[N:5]=[CH:6][C:7]=1[NH:8][C@@H:9]1[CH2:14][C@@H:13]2[CH2:15][C@@H:11]([C:12]2([CH3:16])[CH3:17])[C@H:10]1[CH3:18]

Participants

Conditions

Temperature: 80 °C

Procedure

4-Chloro-5-{[(1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]amino}pyridazin-3(2H)-one (120 mg, 0.425 mmol) in N,N-dimethylformamide (2 mL) was mixed with (2S)-oxiran-2-ylmethyl 4-methylbenzenesulfonate (117 mg, 0.513 mmol) and potassium carbonate (71 mg, 0.0514 mmol) at room temperature and stirred at 80° C. for 3 hours. After cooling, the reaction solution was mixed with water and extracted with ethyl acetate, and the extract was evaporated under reduced pressure. The resulting crude product was used for the next reaction without purification.

Workup

temperatureAfter cooling
extractionextracted with ethyl acetate
customthe extract was evaporated under reduced pressure
customThe resulting crude product was used for the next reaction without purification

Sources & evidence

ORD record: ord-ed99ba3a747c4347b26df17c1926336a
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08440666B2

Reaction notes

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