3-Quinolinecarboxaldehyde → HCID 59773021, compound

HRID 2220688Notes

Reaction equation

HRID 2220688 reaction equation
[CH:1]1([CH2:7][N:8]2[CH2:12][CH2:11][CH2:10][C@H:9]2[CH2:13][NH2:14])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[C:17]([CH:25]=O)[CH:16]=1.[Na]>ClCCl>[CH:1]1([CH2:7][N:8]2[CH2:12][CH2:11][CH2:10][C@H:9]2[CH2:13][NH:14][CH2:25][C:17]2[CH:16]=[N:15][C:24]3[C:19]([CH:18]=2)=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 836413-QuinolinecarboxaldehydeHCID 5360545SodiumHCID 51898061HCID 51898061, compound

Product 1

HCID 59773021HCID 59773021, compoundYield 9.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Experimental condition analogous to Example 1, from (S)—C-(1-cyclohexylmethyl-pyrrolidin-2-yl)-methylamine 0.25 g (1.3 mmol), quinoline-3-carbaldehyde 0.2 g (1.3 mmol), sodium triacethoxyborohydride 0.53 g (2.6 mmol), and molecular sieve in 8 mL dichloromethane. Yield to 40 mg of compound.

Sources & evidence

ORD record
ord-19a22bc946c447e0b6339026639ec050
Source dataset
uspto-grants-2008_08
Patent number
US07417062B2

Reaction notes

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