Methanesulfonyl chloride → Methanesulfonic acid 2-pyridin-2-yl-3-quinolin-4-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-6-ylmethyl ester

HRID 8237Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 8237
C[C:2]1[N:7]=[C:6]([C:8]2[C:9]([C:18]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[N:21]=[CH:20][CH:19]=3)=[C:10]3[CH2:15][CH2:14][CH:13]([CH2:16][OH:17])[N:11]3[N:12]=2)[CH:5]=[CH:4][CH:3]=1.[CH3:28][S:29](Cl)(=[O:31])=[O:30]>CN(C)C1C=CN=CC=1.N1C=CC=CC=1.C(OCC)(=O)C>[N:7]1[CH:2]=[CH:3][CH:4]=[CH:5][C:6]=1[C:8]1[C:9]([C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]=[CH:20][CH:19]=2)=[C:10]2[CH2:15][CH2:14][CH:13]([CH2:16][O:17][S:29]([CH3:28])(=[O:31])=[O:30])[N:11]2[N:12]=1

Komponenten

6

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 21992504[2-(6-methyl-pyridin-2-yl)-3-quinolin-4-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-6-yl]-methanol

Produkt 1

HCID 86760183Methanesulfonic acid 2-pyridin-2-yl-3-quinolin-4-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-6-ylmethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 1049PyridineLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of [2-(6-methyl-pyridin-2-yl)-3-quinolin-4-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-6-yl]-methanol (30 mg, 0.07 mmol) and 4-dimethylaminopyridine (catalytic) in pyridine (0.2 mL) is cooled to 0° C. and treated with methanesulfonyl chloride (8 mL, 0.105 mmol) and stirred for 30 min. The mixture is stirred at room temperature for 30 min, diluted with ethyl acetate (20 mL), washed with water and brine, dried over magnesium sulfate, filtered, and concentrated in vacuo to yield the title compound, 30 mg (86%,) as a yellow oil.

Aufarbeitung

  1. stirringThe mixture is stirred at room temperature for 30 min
  2. washwashed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4b3d4902b78f465d8d45d8b15e7477f9
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087626B2

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