8-Quinolinecarboxaldehyde → (S)-1,1-diethoxy-N-(quinolin-8-ylmethyl)propan-2-amine

HRID 718894Notes

Reaction equation

HRID 718894 reaction equation
[CH2:1]([O:3][CH:4]([O:8][CH2:9][CH3:10])[C@@H:5]([NH2:7])[CH3:6])[CH3:2].[N:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][C:19]=2[CH:21]=O)[CH:14]=[CH:13][CH:12]=1>>[CH2:1]([O:3][CH:4]([O:8][CH2:9][CH3:10])[C@@H:5]([NH:7][CH2:21][C:19]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:20]=1[N:11]=[CH:12][CH:13]=[CH:14]2)[CH3:6])[CH3:2]

Participants

3

Reactant 2

HCID 1701038-QuinolinecarboxaldehydeHCID 12398111(2S)-1,1-Diethoxy-2-propanamine

Product 1

HCID 67074994(S)-1,1-diethoxy-N-(quinolin-8-ylmethyl)propan-2-amineYield 91%

Procedure

According to the procedure described in the synthesis method of Compound IX-2, (S)-1,1-diethoxypropan-2-amine (Compound XIX-1) 442 mg (3.00 mmol) was reacted with 8-Quinolinecarbaldehyde 393 mg (2.50 mmol) to obtain the title compound 649 mg (91%).

Sources & evidence

ORD record
ord-8fb61ed4b5a943d7a549435c352352b9
Source dataset
uspto-grants-2015_11
Patent number
US09193734B2

Reaction notes

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