6-Methoxy-[1,5]naphthyridine-3-carboxylic acid → HCID 178487906, compound

HRID 2279336Notes

Reaction equation

HRID 2279336 reaction equation
[O:1]=[C:2]1[CH2:7][O:6][C:5]2[CH:8]=[CH:9][C:10]([C:12]([OH:14])=O)=[N:11][C:4]=2[NH:3]1.CO[C:17]([C@H:19]1[CH2:24][CH2:23][C@H:22]([NH2:25])[CH2:21][CH2:20]1)=O.[CH3:26][O:27][C:28]1[N:29]=[C:30]2[C:35](=[CH:36][CH:37]=1)[N:34]=[CH:33][C:32]([C:38]([OH:40])=[O:39])=[CH:31]2>>[O:1]=[C:2]1[CH2:7][O:6][C:5]2[CH:8]=[CH:9][C:10]([C:12]([NH:25][C@H:22]3[CH2:23][CH2:24][C@H:19]([CH2:17][O:39][C:38]([C:32]4[CH:33]=[N:34][C:35]5[C:30]([CH:31]=4)=[N:29][C:28]([O:27][CH3:26])=[CH:37][CH:36]=5)=[O:40])[CH2:20][CH2:21]3)=[O:14])=[N:11][C:4]=2[NH:3]1

Participants

4

Reactant 3

HCID 538928166-Methoxy-[1,5]naphthyridine-3-carboxylic acidHCID 574231133-Oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine-6-carboxylic acidHCID 178501207HCID 178501207, compound

Product 1

HCID 178487906HCID 178487906, compound

Procedure

The title compound is prepared as a light brown semisolid following Scheme 2 and in analogy to Example 28 using 3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine-6-carboxylic acid, trans-4-amino-cyclohexanecarboxylic acid methyl ester and 6-methoxy-[1,5]naphthyridine-3-carboxylic acid as starting materials.

Sources & evidence

ORD record
ord-da248c201da3488da1b133e17dd70137
Source dataset
uspto-grants-2015_09
Patent number
US09133219B2

Reaction notes

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