Triphenylphosphine → 4-bromo-2-(4-methoxybenzyl)-6-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)pyridazin-3(2H)-one

HRID 530829Notes

Reaction equation

HRID 530829 reaction equation
CC(OC(/N=N/C(OC(C)C)=O)=O)C.[Br:15][C:16]1[C:21](=[O:22])[N:20]([CH2:23][C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[NH:19][C:18](=[O:32])[CH:17]=1.[CH3:33][O:34][C:35]1[CH:36]=[CH:37][C:38]([C@H:41]2[CH2:43][C@@H:42]2[CH2:44]O)=[N:39][CH:40]=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C1COCC1>[Br:15][C:16]1[C:21](=[O:22])[N:20]([CH2:23][C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[N:19]=[C:18]([O:32][CH2:44][C@H:42]2[CH2:43][C@@H:41]2[C:38]2[CH:37]=[CH:36][C:35]([O:34][CH3:33])=[CH:40][N:39]=2)[CH:17]=1

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 66834134((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methanolHCID 904191285-Bromo-1-(4-methoxybenzyl)-1,2-dihydropyridazine-3,6-dione

Product 1

HCID 904193264-bromo-2-(4-methoxybenzyl)-6-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)pyridazin-3(2H)-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

DIAD (0.625 ml, 3.21 mmol) was added to a mixture of 5-bromo-1-(4-methoxybenzyl)-1,2-dihydropyridazine-3,6-dione (500 mg, 1.607 mmol), ((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methanol (288 mg, 1.607 mmol) and PPh3 (843 mg, 3.21 mmol) in THF (15 ml) at 0° C.

Sources & evidence

ORD record
ord-9a3428a0d918483ebc9ab013be39b51c
Source dataset
uspto-grants-2016_05
Patent number
US09353104B2

Reaction notes

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