6-Ethoxypyridin-3-amine → HCID 68971751, compound

HRID 1726298Notes

Reaction equation

HRID 1726298 reaction equation
[CH2:1]([O:3][C:4]1[N:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)[CH3:2].O=[C:12]1[CH2:17][CH2:16][N:15]([C@H:18]([CH3:22])[CH2:19][C:20]#[N:21])[CH2:14][CH2:13]1>>[NH2:21][CH2:20][CH2:19][C@H:18]([N:15]1[CH2:16][CH2:17][CH:12]([NH:10][C:7]2[CH:8]=[N:9][C:4]([O:3][CH2:1][CH3:2])=[CH:5][CH:6]=2)[CH2:13][CH2:14]1)[CH3:22]

Participants

3

Reactant 2

HCID 30403016-Ethoxypyridin-3-amineHCID 68972438(betaR)-beta-Methyl-4-oxo-1-piperidinepropanenitrile

Product 1

HCID 68971751HCID 68971751, compound

Procedure

Using general procedure A with 6-ethoxy-pyridin-3-ylamine (Nishikawa, Yoshinori; et al., J. Med. Chem., 32, 3, 1989, 583-593) (210 mg, 1.52 mmol) and (R)-3-(4-oxo-piperidin-1-yl)-butyronitrile (278 mg, 1.67 mmol) followed by general procedure J afforded [1-((R)-3-amino-1-methyl-propyl)-piperidin-4-yl]-(6-ethoxy-pyridin-3-yl)-amine as a white solid (365 mg, 83% over 2 steps).

Sources & evidence

ORD record
ord-854d91e1f0f847ad99d0fd82ec04721f
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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