p-Aminophenylacetic acid ethyl ester → HCID 90113032, compound

HRID 1508839Notes

Reaction equation

HRID 1508839 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](I)[CH:5]=[C:4]([C:9]([F:12])([F:11])[F:10])[N:3]=1.[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:16][CH:15]=1>>[Cl:1][C:2]1[CH:7]=[C:6]([NH:13][C:14]2[CH:15]=[CH:16][C:17]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:18][CH:19]=2)[CH:5]=[C:4]([C:9]([F:12])([F:11])[F:10])[N:3]=1

Participants

3

Reactant 2

HCID 225219p-Aminophenylacetic acid ethyl esterHCID 108597852-Chloro-4-iodo-6-(trifluoromethyl)pyridine

Product 1

HCID 90113032HCID 90113032, compoundYield 33%

Procedure

Following General Procedure B1, 2-chloro-4-iodo-6-(trifluoromethyl)pyridine (0.244 g, 0.80 mmol) was reacted with ethyl 2-(4-aminophenyl)acetate (0.156 g, 0.87 mmol) to afford the title compound (0.066 g, 33%) as a colorless oil. MW=358.74. 1H NMR (CDCl3, 500 MHz) δ 7.37-7.31 (m, 2H), 7.17-7.12 (m, 2H), 7.00 (d, J=2.0 Hz, 1H), 6.87 (d, J=2.0 Hz, 1H), 6.43 (s, 1H), 4.19 (q, J=7.2 Hz, 2H), 3.64 (s, 2H), 1.32-1.25 (m, 3H); APCI MS m/z 359 [M+H]+.

Sources & evidence

ORD record
ord-1b322fc405c94c0ca0a72e5084f19f6f
Source dataset
uspto-grants-2015_12
Patent number
US09221843B2

Reaction notes

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