4-Pyridinecarboxaldehyde → 2-(1-Methoxyiminoindan-5-yl)-4-(2-methylsulfanylpyrimidin-5-yl)-1-pyridin-4-ylbutane-1,4-dione

HRID 1593428Notes

Reaction equation

[CH3:1][O:2][N:3]=[C:4]1[C:12]2[C:7](=[CH:8][C:9](/[CH:13]=[CH:14]/[C:15]([C:17]3[CH:18]=[N:19][C:20]([S:23][CH3:24])=[N:21][CH:22]=3)=[O:16])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1.[N:25]1[CH:30]=[CH:29][C:28]([CH:31]=[O:32])=[CH:27][CH:26]=1>>[CH3:1][O:2][N:3]=[C:4]1[C:12]2[C:7](=[CH:8][C:9]([CH:13]([CH2:14][C:15]([C:17]3[CH:18]=[N:19][C:20]([S:23][CH3:24])=[N:21][CH:22]=3)=[O:16])[C:31]([C:28]3[CH:29]=[CH:30][N:25]=[CH:26][CH:27]=3)=[O:32])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1

Participants

Reactant 2

HCID 133894-Pyridinecarboxaldehyde

HCID 865954145-[(E)-3-(2-Methylsulfanylpyrimidin-5-yl)-3-oxopropenyl]indan-1-one O-methyloxime

Product 1

HCID 865954152-(1-Methoxyiminoindan-5-yl)-4-(2-methylsulfanylpyrimidin-5-yl)-1-pyridin-4-ylbutane-1,4-dioneYield 74%

Procedure

The title compound (2.9 g, 74%) was prepared from the product of Step 2 and 4-pyridinecarboxaldehyde using the method of Example 1 Step 4; MS(ES+) m/e 447 [M+H]+.

Sources & evidence

ORD record: ord-0a5a12fb68a54214a6d8eb72107b4236
Source dataset: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07297694B2

Reaction notes

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