p-Aminophenylacetic acid ethyl ester → HCID 90113003, compound

HRID 1508954Notes

Reaction equation

HRID 1508954 reaction equation
Cl[C:2]1[CH:7]=[C:6]([N:8]2[CH2:12][CH2:11][CH2:10][CH2:9]2)[N:5]=[C:4]2[CH2:13][CH2:14][CH2:15][C:3]=12.[NH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:19][CH:18]=1>>[N:8]1([C:6]2[N:5]=[C:4]3[CH2:13][CH2:14][CH2:15][C:3]3=[C:2]([NH:16][C:17]3[CH:18]=[CH:19][C:20]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:21][CH:22]=3)[CH:7]=2)[CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

3

Reactant 2

HCID 225219p-Aminophenylacetic acid ethyl esterHCID 90338618HCID 90338618, compound

Product 1

HCID 90113003HCID 90113003, compoundYield 91.2%

Procedure

Following general procedure B1, 4-chloro-2-(pyrrolidin-1-yl)-6,7-dihydro-5H-cyclopenta[b]pyridine (0.068 g, 0.30 mmol) was reacted with ethyl 2-(4-aminophenyl)acetate (0.080 g, 0.45 mmol) to afford the title compound (0.100 g, 90%) as a brown oil. MW=365.47. APCI MS m/z 366 [M+H]+.

Sources & evidence

ORD record
ord-a80bf07d557f41ab86aa916173f0602f
Source dataset
uspto-grants-2015_12
Patent number
US09221843B2

Reaction notes

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