Trifluoroacetic acid → HCID 178493513, Verbindung

HRID 1778787Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1778787
[F:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([F:12])[C:3]=1[C:13]1[N:18]=[C:17]2[NH:19][N:20]=[C:21]([C:22]3[CH:31]=[C:30]4[C:25]([CH2:26][CH2:27][N:28](C(OC(C)(C)C)=O)[CH2:29]4)=[CH:24][CH:23]=3)[C:16]2=[CH:15][N:14]=1.C(O)(C(F)(F)F)=O.[CH3:46][S:47](Cl)(=[O:49])=[O:48]>ClCCl.CO>[F:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([F:12])[C:3]=1[C:13]1[N:18]=[C:17]2[NH:19][N:20]=[C:21]([C:22]3[CH:31]=[C:30]4[C:25]([CH2:26][CH2:27][N:28]([S:47]([CH3:46])(=[O:49])=[O:48])[CH2:29]4)=[CH:24][CH:23]=3)[C:16]2=[CH:15][N:14]=1

Komponenten

6

Edukt 3

HCID 6422Trifluoroacetic acidHCID 31297Methanesulfonyl chlorideHCID 178493512tert-butyl 7-[6-(2,6-difluoro-3,5-dimethoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate

Produkt 1

HCID 178493513HCID 178493513, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

tert-Butyl 7-[6-(2,6-difluoro-3,5-dimethoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate (10.0 mg, 0.0191 mmol) in dichloromethane (0.10 mL) was treated with TFA (0.10 mL). The mixture was stirred at r.t. for 1 h. The volatiles were evaporated. The residue was dissolved in acetonitrile (0.5 mL) and N,N-diisopropylethylamine (30.0 μL). To the mixture was added methanesulfonyl chloride (2.0 μL, 0.026 mmol). The mixture was stirred at r.t. for 30 min, and then diluted with methanol, and purified by RP-HPLC (pH=10) to afford the desired product. LCMS (M+H)+=502.1.

Aufarbeitung

  1. customThe volatiles were evaporated
  2. dissolutionThe residue was dissolved in acetonitrile (0.5 mL)
  3. stirringThe mixture was stirred at r.t. for 30 min
  4. custompurified by RP-HPLC (pH=10)

Quellen und Nachweise

ORD-Eintrag
ord-0d8ca70b511740faafef1e0e016157a0
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266892B2

Notizen zur Reaktion

Wird geladen…