Ethyl Acetoacetate → HCID 66746535, compound

HRID 2047750Notes

Reaction equation

HRID 2047750 reaction equation
[NH2:1][C:2]1[C:3]([C:24]#[N:25])=[C:4]([CH:21]=[CH:22][CH:23]=1)[O:5][CH2:6][C:7]([NH:10]C(=O)OCC1C=CC=CC=1)([CH3:9])[CH3:8].O=[C:27]([CH3:34])[CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30]>>[CH2:32]([O:31][C:29]([C:28]1[C:27]([CH3:34])=[N:1][C:2]2[C:3]([C:24]=1[NH2:25])=[C:4]([O:5][CH2:6][C:7]([NH2:10])([CH3:8])[CH3:9])[CH:21]=[CH:22][CH:23]=2)=[O:30])[CH3:33]

Participants

3

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 66746504HCID 66746504, compound

Product 1

HCID 66746535HCID 66746535, compound

Procedure

Prepared as in Example 2a from benzyl 1-(3-amino-2-cyanophenoxy)-2-methylpropan-2-ylcarbamate (Example 24c) and ethyl 3-oxobutanoate as a yellow-brown solid (91%). 1H NMR (400 MHz, DMSO-d6) δ 1.15 (s, 6H), 1.31 (t, J=4 Hz, 3H), 2.54 (s, 3H), 3.87 (s, 2H), 4.31 (q, J=4 Hz, 2H), 6.85 (d, J=4 Hz, 1H), 7.21 (d, J=4 Hz, 1H), 7.49 (t, J=8 Hz, 1H), 8.38 (brs, 2H). MS 318 (MH+).

Sources & evidence

ORD record
ord-243a2867127a468c8d1ce35ef0e22756
Source dataset
uspto-grants-2013_11
Patent number
US08592592B2

Reaction notes

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