Ethyl Acetoacetate → Ethyl 4-amino-5-(cyclopentylmethoxy)-2-methylquinoline-3-carboxylate

HRID 1466999Notes

Reaction equation

HRID 1466999 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH2:11][CH:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[C:3]=1[C:4]#[N:5].O=[C:18]([CH3:25])[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21]>>[NH2:5][C:4]1[C:3]2[C:2](=[CH:9][CH:8]=[CH:7][C:6]=2[O:10][CH2:11][CH:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[N:1]=[C:18]([CH3:25])[C:19]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21]

Participants

3

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 24777778HCID 24777778, compound

Product 1

HCID 66745974Ethyl 4-amino-5-(cyclopentylmethoxy)-2-methylquinoline-3-carboxylate

Procedure

Prepared as in Example 2a from 2-amino-6-(cyclopentylmethoxy)benzonitrile (Tachdjian, C. et al. PCT Int. Appl. 2008, WO 2008154221) and ethyl 3-oxobutanoate as a pale yellow solid (75%). MS 329 (MH+).

Sources & evidence

ORD record
ord-5fcfa467a7a8443194e4b39714209514
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Reaction notes

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