2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline → HCID 10606626, compound

HRID 226239Notes

Reaction equation

HRID 226239 reaction equation
[NH:1]([C:8]1[C:9](=O)[NH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O:17]C1C=CC2C(=CC=CC=2)N1C(OCC)=O)C.[C:33]([C@@]1(C(O)=O)CCCN1OC)([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34]>C1(C)C=CC=CC=1>[C:33]([N:10]1[CH2:11][CH2:12][CH2:13][C@H:9]1[C:8]([NH:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:17])([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34]

Participants

5

Reactant 3

HCID 278332-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinolineHCID 17976384HCID 17976384, compoundHCID 68992884Boc-methoxyproline

Product 1

HCID 10606626HCID 10606626, compoundYield 129.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.76 g (4.076 mmol) of anilinopyridone 2 and 1.008 g (4.076 mmol) of ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate are added successively with stirring at room temperature to 1.0 g (4.076 mmol) of BOC-methoxyproline 1 as a suspension in 15 ml of toluene. The mixture is subsequently stirred at this temperature for 18 hours and then subjected to conventional work-up, giving 1.53 g (90.8%) of BOC-proline anilide derivative 3 as crude product; MS-EI (M+) 414.

Sources & evidence

ORD record
ord-3355af2864a048939c0f8db97b713d55
Source dataset
uspto-grants-2009_07
Patent number
US07557222B2

Reaction notes

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