HCID 44620997, compound → HCID 67072792, compound

HRID 386568Notes

Reaction equation

CS(C1C=CC([N:11]2C(=O)C=CC(C([O-])=O)=N2)=CC=1)(=O)=O.[C:21]([O:25][C:26]([N:28]1[CH2:33][CH2:32][CH:31]([O:34][C:35]2[C:36]([C:50]([O:52]C)=O)=[N:37][N:38]([C:42]3[CH:43]=[N:44][C:45]([C:48]#[N:49])=[CH:46][CH:47]=3)[C:39](=[O:41])[CH:40]=2)[CH2:30][CH2:29]1)=[O:27])([CH3:24])([CH3:23])[CH3:22]>>[C:50]([C:36]1[C:35]([O:34][CH:31]2[CH2:32][CH2:33][N:28]([C:26]([O:25][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:27])[CH2:29][CH2:30]2)=[CH:40][C:39](=[O:41])[N:38]([C:42]2[CH:43]=[N:44][C:45]([C:48]#[N:49])=[CH:46][CH:47]=2)[N:37]=1)(=[O:52])[NH2:11]

Participants

Reactant 2

HCID 44620997HCID 44620997, compound

HCID 866586581-(4-(Methylsulfonyl)phenyl)-6-oxo-1,6-dihydropyridazine-3-carboxylate

Product 1

HCID 67072792HCID 67072792, compoundYield 77%

Procedure

tert-Butyl 4-(3-carbamoyl-1-(6-cyanopyridin-3-yl)-6-oxo-1,6-dihydropyridazin-4-yloxy)piperidine-1-carboxylate was prepared in 77% yield according to procedures described in Example 31 (Step A) substituting methyl 441-(tert-butoxycarbonyl)piperidin-4-yloxy)-1-(4-(methylsulfonyl)phenyl)-6-oxo-1,6-dihydropyridazine-3-carboxylate for methyl 4-(1-(tert-butoxycarbonyl)piperidin-4-yloxy)-1-(6-cyanopyridin-3-yl)-6-oxo-1,6-dihydropyridazine-3-carboxylate (example 30). MS (ESI) 441 (M+H).

Sources & evidence

ORD record: ord-25e63e409b364404af20465bbaeed2b3
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08372837B2

Reaction notes

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