4-(Propan-2-yl)benzene-1-sulfonyl chloride → N-[7-(4-isopropylbenzenesulfonylamino)-3,4-dihydro-2H-pyrano[3,2-b]pyridin-3-yl]-propionamide

HRID 870371

Reaktionsgleichung

Reaktionsgleichung von HRID 870371
[NH2:1][C:2]1[CH:3]=[C:4]2[O:11][CH2:10][CH:9]([NH:12][C:13](=[O:16])[CH2:14][CH3:15])[CH2:8][C:5]2=[N:6][CH:7]=1.[CH:17]([C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1)([CH3:19])[CH3:18]>C(Cl)Cl.N1C=CC=CC=1>[CH:17]([C:20]1[CH:25]=[CH:24][C:23]([S:26]([NH:1][C:2]2[CH:3]=[C:4]3[O:11][CH2:10][CH:9]([NH:12][C:13](=[O:16])[CH2:14][CH3:15])[CH2:8][C:5]3=[N:6][CH:7]=2)(=[O:28])=[O:27])=[CH:22][CH:21]=1)([CH3:19])[CH3:18]

Komponenten

4

Edukt 2

HCID 27348824-(Propan-2-yl)benzene-1-sulfonyl chlorideHCID 68912527N-(7-amino-3,4-dihydro-2H-pyrano[3,2-b]pyridin-3-yl)propionamide

Produkt 1

HCID 68912533N-[7-(4-isopropylbenzenesulfonylamino)-3,4-dihydro-2H-pyrano[3,2-b]pyridin-3-yl]-propionamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21875418Pyridine methylene chlorideLösungsmittel

Versuchsvorschrift

Following the same procedure as described in example 31.5, a portion of crude N-(7-amino-3,4-dihydro-2H-pyrano[3,2-b]pyridin-3-yl)-propionamide (100 mg, 0.45 mmol) in CH2Cl2/pyridine 9/1 (20 ml) was treated with 4-isopropylbenzenesulfonyl chloride (130 μl, 0.72 mmol). Purification by flash column chromatography (CH2Cl2:methanol, 97:3) gave the title compound (85 mg, 47% for steps 31.4 and this step) as a gum.

Aufarbeitung

  1. customPurification by flash column chromatography (CH2Cl2:methanol, 97:3)

Quellen und Nachweise

ORD-Eintrag
ord-8151142672744d52a088a651fd3cd75b
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969552B2

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