4-Chloro-3-ethoxybenzaldehyde → HCID 67399435, compound

HRID 913131Notes

Reaction equation

HRID 913131 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:23]=[CH:24][C:25]=1C)[CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:16]=[C:17]([CH:20]=[CH:21][N:22]=2)[C:18]#[N:19])[CH2:10][CH2:9]1)[CH3:2].Cl.Cl.N1CCC(NC2C=C(C=CN=2)C#N)CC1.[Cl:44]C1C=CC(C=O)=CC=1OCC>>[Cl:44][C:25]1[CH:24]=[CH:23][C:6]([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([NH:14][C:15]3[CH:16]=[C:17]([CH:20]=[CH:21][N:22]=3)[C:18]#[N:19])[CH2:10][CH2:9]2)=[CH:5][C:4]=1[O:3][CH2:1][CH3:2]

Participants

4

Reactant 3

HCID 547756424-Chloro-3-ethoxybenzaldehyde2×HCID 67398466HCID 67398466, compoundHCID 67401550HCID 67401550, compound

Product 1

HCID 67399435HCID 67399435, compound

Procedure

The title compound was prepared in analogy to the synthesis of 2-[1-(3-ethoxy-4-methyl-benzyl)-piperidin-4-ylamino]-isonicotinonitrile (example 189) from 2-(piperidin-4-ylamino)-isonicotinonitrile dihydrochloride (intermediate B15) and 4-chloro-3-ethoxy-benzaldehyde (intermediate E2) in a yield of 3.8 mg (6%). MS (ISP): 371.1 [M+H]+.

Sources & evidence

ORD record
ord-965a8abe66c44cc5bf51c6fef36623b8
Source dataset
uspto-grants-2011_09
Patent number
US08026255B2

Reaction notes

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