Reaktion #66447

Reaktionsgleichung

DBU

(tert-butyl)[(5-chloro-3-fluoro(2-thienyl))sulfonyl]amine

3-(4-aminophenyl)-1,3-dihydroquinazoline-2,4-dione trifluoroacetate salt

acetonitrile

→

desired product

Ausbeute 34.0%

N-[4-(2,4-dioxo(1,3-dihydroquinazolin-3-yl))phenyl]{[(5-chloro-3-fluoro(2-thienyl))sulfonyl]amino}carboxamide

Ausbeute 34.0%

Lösungsmittel

TFA

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated in vacuo
2. 2
   workup.DISSOLUTIONThis sample was dissolved in 150 uL of DCM
3. 3
   workup.ADDITION21 mg (0.084 mmol) of DSC was added
4. 4
   workup.STIRRINGThis solution was stirred for 18 h
5. 5
   Temperaturrefluxed for 2 h
6. 6
   SonstigeThis material was then purified on RP-HPLC

Vorschrift

A 19 mg-sample (0.07 mmol) of (tert-butyl)[(5-chloro-3-fluoro(2-thienyl))sulfonyl]amine was dissolved in neat TFA and stirred for 1 h, concentrated in vacuo and used directly in the next transformation. This sample was dissolved in 150 uL of DCM and 21 mg (0.084 mmol) of DSC was added followed by 21 μL (0.14 mmol) of DBU. This solution was stirred for 18 h, 26 mg (0.07) of 3-(4-aminophenyl)-1,3-dihydroquinazoline-2,4-dione trifluoroacetate salt was added plus 150 μL of dry acetonitrile and refluxed for 2 h. This material was then purified on RP-HPLC to afford 11 mg (34%) of the desired product. BS-MS: M+H+=495 (Cl).

Quelle