3-(Pyrimidin-2-yloxy)benzaldehyde → HCID 69720977, compound

HRID 2307721Notes

Reaction equation

HRID 2307721 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[O:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)[CH:11]=O.[C@@H:16]1([NH2:26])[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:19][CH2:18][CH2:17]1>>[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[O:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)[CH2:11][NH:26][C@@H:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:19][CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 27633363-(Pyrimidin-2-yloxy)benzaldehydeHCID 70580741-Aminotetralin, (S)-

Product 1

HCID 69720977HCID 69720977, compoundYield 19%

Procedure

3-(2-Pyrimidinyloxy)benzaldehyde (0.67 g, 3.35 mmol) and (1S)-1,2,3,4-tetrahydro-1-naphthalenylamine (0.49 g, 3.33 mmol) were processed as described in Example 106A. The residue was purified by flash chromatography (silica gel, 6:4 ethyl acetate:hexanes to 1:1 ethyl acetate:hexanes) to provide the title compound (190 mg, 19% yield).

Workup

  1. customThe residue was purified by flash chromatography (silica gel, 6:4 ethyl acetate:hexanes to 1:1 ethyl acetate:hexanes)

Sources & evidence

ORD record
ord-2ff3f4601aa64264b909c330c02241e3
Source dataset
uspto-grants-2004_12
Patent number
US06831193B2

Reaction notes

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