Water → 5-chloro-N-(3-(trifluoromethyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine

HRID 1410103

Reaktionsgleichung

Reaktionsgleichung von HRID 1410103
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[N:10]=[CH:9][S:8][C:6]=2[N:7]=1.[F:12][C:13]([F:22])([F:21])[C:14]1[CH:15]=[C:16]([NH2:20])[CH:17]=[CH:18][CH:19]=1.CCN(C(C)C)C(C)C.O>CS(C)=O>[Cl:1][C:2]1[N:3]=[C:4]([NH:20][C:16]2[CH:17]=[CH:18][CH:19]=[C:14]([C:13]([F:12])([F:21])[F:22])[CH:15]=2)[C:5]2[N:10]=[CH:9][S:8][C:6]=2[N:7]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 73753-(Trifluoromethyl)anilineHCID 81531DiisopropylethylamineHCID 6096395,7-Dichlorothiazolo(5,4-d)pyrimidine

Produkt 1

HCID 866717905-chloro-N-(3-(trifluoromethyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

To a stirred solution of 5,7-dichlorothiazolo[5,4-d]pyrimidine (300 mg, 1.45 mmol) and 3-(trifluoromethyl)benzenamine (304.8 mg, 1.89 mmol) in 10 mL of DMSO was added DIEA (282 mg, 2.18 mmol) in one portion at room temperature. Then the reaction mixture was stirred at room temperature for 5 hours. The reaction mixture was poured into 40 mL of water, and the solid obtained was filtered, rinsed with water, and dried. The desired product 5-chloro-N-(3-(trifluoromethyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine was obtained (356 mg, 74%) as a yellow solid. LC-MS: 331.0 [M+H]+, tR=1.70 min.

Aufarbeitung

  1. customthe solid obtained
  2. filtrationwas filtered
  3. washrinsed with water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-20d8d7f7243a46feb4e52695103c439e
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08921383B2

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