Methyl 4-aminobenzoate → HCID 68973000, compound

HRID 1726284Notes

Reaction equation

HRID 1726284 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.O=[C:13]1[CH2:18][CH2:17][N:16]([C@H:19]([CH3:23])[CH2:20][C:21]#[N:22])[CH2:15][CH2:14]1>>[CH3:9][O:8][C:6](=[O:7])[C:5]1[CH:4]=[CH:3][C:2]([NH:1][CH:13]2[CH2:18][CH2:17][N:16]([C@H:19]([CH3:23])[CH2:20][CH2:21][NH2:22])[CH2:15][CH2:14]2)=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 12082Methyl 4-aminobenzoateHCID 68972438(betaR)-beta-Methyl-4-oxo-1-piperidinepropanenitrile

Product 1

HCID 68973000HCID 68973000, compound

Procedure

Using general procedure A with methyl 4-aminobenzoate (507 mg, 3.35 mmol) and (R)-3-(4-oxo-piperidin-1-yl)-butyronitrile (669 mg, 4.03 mmol) followed by general procedure J afforded 4-[1-((R)-3-amino-1-methyl-propyl)-piperidin-4-ylamino]-benzoic acid methyl ester as a white foam (390 mg, 38% over 2 steps).

Sources & evidence

ORD record
ord-a6669403cec94685b3aa88208c75011d
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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