Water → HCID 178507153, Verbindung

HRID 32487

Reaktionsgleichung

Reaktionsgleichung von HRID 32487
[NH2:1][C:2]1[N:7]([C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[CH2:6][N:5]=[C:4]2[O:15][CH:16]=[CH:17][C:3]=12.[C:18]1([S:24](Cl)(=[O:26])=[O:25])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(N(CC)C(C)C)(C)C.O>C1COCC1>[NH2:1][C:2]1[N:7]([C:8]2[CH:9]=[CH:10][C:11]([NH:14][S:24]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)(=[O:26])=[O:25])=[CH:12][CH:13]=2)[CH2:6][N:5]=[C:4]2[O:15][CH:16]=[CH:17][C:3]=12

Komponenten

6

Edukt 4

HCID 962WaterHCID 7369Benzenesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 178507147HCID 178507147, Verbindung

Produkt 1

HCID 178507153HCID 178507153, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To compound 4-Amino-3-(4-aminophenyl)furo[2,3-d]pyrimidine (9) (24 mg, 0.044 mmol) in THF (1 mL), benzenesulfonyl chloride (6.8 uL, 0.053 mmol), and N,N-diisopropylethylamine (9 uL, 0.053 mmol) were added. After the mixture was stirred at room temperature for 6 h, water was added to quench the reaction. The solution was extracted with EtOAc. The organic layer was separated, dried (MgSO4), and filtered. The solvent was evaporated. The residue was purified by gilson to afford the desired product MS(ES) m/e 367 [M+H]+.

Aufarbeitung

  1. customto quench
  2. customthe reaction
  3. extractionThe solution was extracted with EtOAc
  4. customThe organic layer was separated
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customThe solvent was evaporated
  8. customThe residue was purified by gilson

Quellen und Nachweise

ORD-Eintrag
ord-37a5f4176ec244aab45faa66b62e8c22
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07427623B2

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