Acetyl chloride → N-((2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)-N-methylacetamide

HRID 2098700Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2098700
[Cl:1][C:2]1[N:3]=[C:4]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[C:5]2[S:10][C:9]([CH2:11][NH:12][CH3:13])=[CH:8][C:6]=2[N:7]=1.[C:20](Cl)(=[O:22])[CH3:21].C(N(CC)CC)C>ClCCl>[Cl:1][C:2]1[N:3]=[C:4]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[C:5]2[S:10][C:9]([CH2:11][N:12]([CH3:13])[C:20](=[O:22])[CH3:21])=[CH:8][C:6]=2[N:7]=1

Komponenten

5

Edukt 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 595929371-(2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-methylmethanamine

Produkt 1

HCID 59829246N-((2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methyl)-N-methylacetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of (2-Chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-methylamine (120 mg) in dichloromethane (2 ml) was added acetyl chloride (31.4 μL) and triethylamine (61.6 μL). The reaction mixture was stirred at room temperature for 3.5 hours, then diluted with dichloromethane, washed with brine, dried (MgSO4) and the solvents removed in vacuo to give a crude residue. This was purified by flash chromatography to yield N-(2-Chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-N-methyl-acetamide (110 mg).

Aufarbeitung

  1. washwashed with brine
  2. dry with materialdried (MgSO4)
  3. customthe solvents removed in vacuo
  4. customto give a crude residue
  5. customThis was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4ad48eb07f4549acacf3c80a190508b7
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08450315B2

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