2-Aminomethyl-1-ethylpyrrolidine → HCID 15870691, compound

HRID 582704Notes

Reaction equation

HRID 582704 reaction equation
[CH2:1]([O:6][C:7]1[CH:8]=[C:9]([CH:13]=[C:14]([O:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])[CH:15]=1)[C:10]([OH:12])=O)[CH:2]=[C:3]([CH3:5])[CH3:4].[NH2:22][CH2:23][CH:24]1[CH2:28][CH2:27][CH2:26][N:25]1[CH2:29][CH3:30]>>[CH2:29]([N:25]1[CH2:26][CH2:27][CH2:28][CH:24]1[CH2:23][NH:22][C:10](=[O:12])[C:9]1[CH:13]=[C:14]([O:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])[CH:15]=[C:7]([O:6][CH2:1][CH:2]=[C:3]([CH3:4])[CH3:5])[CH:8]=1)[CH3:30]

Participants

3

Reactant 2

HCID 1172952-Aminomethyl-1-ethylpyrrolidineHCID 18799510HCID 18799510, compound

Product 1

HCID 15870691HCID 15870691, compoundYield 39%

Procedure

In a manner identical to Example 15, 3,5-diprenyloxybenzoic acid (1.45 g) was subjected to a condensation reaction with 2-aminomethyl-1-ethylpyrrolidine (0.7 ml), thereby yielding 0.78 g (39%) of the aimed compound. 1H-NMR (CDC13)δ: 6.94(2H, d, J=2.4 Hz), 6.61(1H, t, J=2.4 Hz), 5.49(1H, t, J=5.4 Hz), 4.51(4H, d, J=6.8 Hz), 3.28-3.13(1H, m), 2.95-2.81(1H, m), 2.16-2.54(1H, m), 2.33-2.22(1H, m), 2.20-2.00(4H, m), 1.98-1.86(1H, m), 1.79(6H, s), 1.74(6H, s), 1.12(3H, t, J=7.3 Hz).

Sources & evidence

ORD record
ord-ecd14e22176c4943bef46451891751ae
Source dataset
uspto-grants-1999_07
Patent number
US05925667

Reaction notes

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