2,3-Dihydro-1,4-benzodioxin-6-carbaldehyde → (2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-{1-[2-(7-methoxy-quinoxalin-2-ylsulfanyl)-ethyl]-piperidin-4-yl}-amine

HRID 1019922Notes

Reaction equation

HRID 1019922 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH:11]=O)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.[CH3:13][O:14][C:15]1[CH:24]=[C:23]2[C:18]([N:19]=[CH:20][C:21]([S:25][CH2:26][CH2:27][N:28]3[CH2:33][CH2:32][CH:31]([NH2:34])[CH2:30][CH2:29]3)=[N:22]2)=[CH:17][CH:16]=1>>[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][NH:34][CH:31]3[CH2:30][CH2:29][N:28]([CH2:27][CH2:26][S:25][C:21]4[CH:20]=[N:19][C:18]5[C:23](=[CH:24][C:15]([O:14][CH3:13])=[CH:16][CH:17]=5)[N:22]=4)[CH2:33][CH2:32]3)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 2481272,3-Dihydro-1,4-benzodioxin-6-carbaldehydeHCID 667465301-[2-(7-Methoxy-quinoxalin-2-ylsulfanyl)-ethyl]-piperidin-4-ylamine

Product 1

HCID 46852697(2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-{1-[2-(7-methoxy-quinoxalin-2-ylsulfanyl)-ethyl]-piperidin-4-yl}-amine

Procedure

The title compound is prepared as a light yellow oil (2.03 g, 78% yield) following Scheme 3 and in analogy to Example 40 using 2,3-dihydro-benzo[1,4]dioxine-6-carbaldehyde (792 mg, 4.77 mmol 1.0 eq) and 1-[2-(7-methoxy-quinoxalin-2-ylsulfanyl)-ethyl]-piperidin-4-ylamine (1.52 g, 4.77 mmol, 1.0 eq) as starting materials.

Sources & evidence

ORD record
ord-713af34474a94a61b98a441eea8f5885
Source dataset
uspto-grants-2014_05
Patent number
US08716280B2

Reaction notes

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