Ethoxyacetyl chloride → 1-[(4-dibenzylamino-2-ethoxymethyl-6,7-dimethyl-1H-imidazo[4,5-c]pyridin-1-yl)methyl]cyclohexanol

HRID 1469303

Reaktionsgleichung

Reaktionsgleichung von HRID 1469303
[NH2:1][C:2]1[C:3]([N:19]([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[N:4][C:5]([CH3:18])=[C:6]([CH3:17])[C:7]=1[NH:8][CH2:9][C:10]1([OH:16])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.[CH2:34]([O:36][CH2:37][C:38](Cl)=O)[CH3:35]>>[CH2:20]([N:19]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:3]1[C:2]2[N:1]=[C:35]([CH2:34][O:36][CH2:37][CH3:38])[N:8]([CH2:9][C:10]3([OH:16])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]3)[C:7]=2[C:6]([CH3:17])=[C:5]([CH3:18])[N:4]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Komponenten

3

Edukt 2

HCID 84189Ethoxyacetyl chlorideHCID 575154331-[(3-Amino-2-dibenzylamino-5,6-dimethylpyridin-4-ylamino)methyl]cyclohexanol

Produkt 1

HCID 575155061-[(4-dibenzylamino-2-ethoxymethyl-6,7-dimethyl-1H-imidazo[4,5-c]pyridin-1-yl)methyl]cyclohexanol

Versuchsvorschrift

1-[(3-Amino-2-dibenzylamino-5,6-dimethylpyridin-4-ylamino)methyl]cyclohexanol (0.94 g, 2.1 mmol, prepared as described in Parts A through C of Example 59 was reacted with ethoxyacetyl chloride (0.31 g, 2.52 mmol) according to the general method of Part A of Example 58. The resulting amide was cyclized according to the general method of Part A of Example 58 to provide 0.67 g of 1-[(4-dibenzylamino-2-ethoxymethyl-6,7-dimethyl-1H-imidazo[4,5-c]pyridin-1-yl)methyl]cyclohexanol as a white solid.

Quellen und Nachweise

ORD-Eintrag
ord-9d8992d63a674e64bc8c394422d01932
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09006264B2

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