Ethyl Acetoacetate → HCID 66746030, compound

HRID 1467052Notes

Reaction equation

HRID 1467052 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH:11]([CH3:13])[CH3:12])[C:3]=1[C:4]#[N:5].O=[C:15]([CH3:22])[CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18]>>[NH2:5][C:4]1[C:3]2[C:2](=[CH:9][CH:8]=[CH:7][C:6]=2[O:10][CH:11]([CH3:13])[CH3:12])[N:1]=[C:15]([CH3:22])[C:16]=1[C:17]([O:19][CH2:20][CH3:21])=[O:18]

Participants

3

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 127157322-Amino-6-(1-methylethoxy)benzonitrile

Product 1

HCID 66746030HCID 66746030, compound

Procedure

Prepared as in Example 2a from 2-amino-6-isopropoxybenzonitrile (Tachdjian, C. et al. PCT Int. App. 2008, WO 2008154221) and ethyl 3-oxobutanoate as an off-white solid (32%). 1H NMR (400 MHz, DMSO-d6) δ 1.32 (t, J=7.6 Hz, 3H), 1.38 (d, J=6.0 Hz, 6H), 2.54 (s, 3H), 4.3 (q, J=7.2 Hz, 2H), 4.83-4.89 (m, 1H), 6.93 (d, J=8.0 Hz, 1H), 7.20 (d, J=8.0 Hz, 1H), 7.50 (t, J=8.4 Hz, 1H), 8.14 (s, 2H). MS 289 (MH+).

Sources & evidence

ORD record
ord-82ee4a6ada3140b78e6742a208cf79ba
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Reaction notes

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