Ethyl 3-chloro-3-oxopropionate → HCID 54729996, compound

HRID 2364132Notes

Reaction equation

HRID 2364132 reaction equation
[NH2:1][C:2]1[C:3]([C:15]([O:17]CC)=O)=[N:4][CH:5]=[C:6]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:7]=1.Cl[C:21](=[O:28])[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]>>[CH2:8]([C:6]1[CH:7]=[C:2]2[C:3]([C:15]([OH:17])=[C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:21](=[O:28])[NH:1]2)=[N:4][CH:5]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 118931Ethyl 3-chloro-3-oxopropionateHCID 42637771HCID 42637771, compound

Product 1

HCID 54729996HCID 54729996, compound

Procedure

This compound was prepared from ethyl 3-amino-5-benzylpyridine-2-carboxylate and ethyl 3-chloro-3-oxopropionate employing methods similar to those described in Example 1, Steps 9-10. The product was obtained as a white solid: 1H NMR (d6-DMSO) δ 10.72 (1H, br s), 8.24 (1H, br s), 7.36-7.23 (6H, m), 4.14 (2H, q, J=7 Hz), 4.06 (2H, s), 1.22 (3H, t, J=7 Hz); ES+ MS: 325 (M+H+, 75), 347 (M+Na+, 26); Anal. Calcd for C18H16N2O4: C, 53.61; H, 3.99; N, 6.94. Found: C, 53.40; H, 3.92; N, 6.92.

Workup

  1. customThe product was obtained as a white solid

Sources & evidence

ORD record
ord-0962ba35c0474c4293632452a72165ac
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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