Methyl 2-oxo-1,2-dihydropyridine-3-carboxylate → methyl 1-{[(6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl]methyl}-2-oxo-1,2-dihydropyridine-3-carboxylate monohydrochloride

HRID 1022817Notes

Reaction equation

HRID 1022817 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[O:14][CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][C@H:9]2[CH2:22]OS(C)(=O)=O)=[CH:4][C:3]=1[F:28].[O:29]=[C:30]1[C:35]([C:36]([O:38][CH3:39])=[O:37])=[CH:34][CH:33]=[CH:32][NH:31]1>>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[O:14][CH2:13][CH2:12][NH:11][CH2:10][C@H:9]2[CH2:22][N:31]2[CH:32]=[CH:33][CH:34]=[C:35]([C:36]([O:38][CH3:39])=[O:37])[C:30]2=[O:29])=[CH:4][C:3]=1[F:28]

Participants

3

Reactant 2

HCID 579028Methyl 2-oxo-1,2-dihydropyridine-3-carboxylateHCID 86663855tert-butyl (6S,7R)-7-(4-chloro-3-fluorophenyl)-6-{[(methylsulfonyl)oxy]methyl}-1,4-oxazepane-4-carboxylate

Product 1

HCID 66975152methyl 1-{[(6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl]methyl}-2-oxo-1,2-dihydropyridine-3-carboxylate monohydrochloride

Procedure

Using tert-butyl (6S,7R)-7-(4-chloro-3-fluorophenyl)-6-{[(methylsulfonyl)oxy]methyl}-1,4-oxazepane-4-carboxylate and methyl 2-oxo-1,2-dihydropyridine-3-carboxylate, and by a method similar to that in Example 31, steps C and E, the title compound was obtained.

Sources & evidence

ORD record
ord-01f0415b0e414a2b99d48a66badd61a9
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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