p-Aminophenylacetic acid ethyl ester → HCID 90111705, compound

HRID 1508977Notes

Reaction equation

HRID 1508977 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]=2)[N:5]=[C:4]2[CH2:14][CH2:15][CH2:16][C:3]=12.[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:20][CH:19]=1>>[C:8]1([C:6]2[N:5]=[C:4]3[CH2:14][CH2:15][CH2:16][C:3]3=[C:2]([NH:17][C:18]3[CH:19]=[CH:20][C:21]([CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:22][CH:23]=3)[CH:7]=2)[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]=1

Participants

3

Reactant 2

HCID 225219p-Aminophenylacetic acid ethyl esterHCID 90338623HCID 90338623, compound

Product 1

HCID 90111705HCID 90111705, compoundYield 38.3%

Procedure

Following general procedure B1, 4-chloro-2-(cyclohex-1-en-1-yl)-6,7-dihydro-5H-cyclopenta[b]pyridine (1.03 mmol) was reacted with ethyl 2-(4-aminophenyl)acetate (0.150 g, 0.84 mmol) to afford the title compound (0.121 g, 31% over two steps) as an orange oil. MW=376.49. APCI MS m/z 377 [M+H]+.

Sources & evidence

ORD record
ord-42843623d9034408b918a3a6261651ac
Source dataset
uspto-grants-2015_12
Patent number
US09221843B2

Reaction notes

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