Trifluoroacetic acid → HCID 24960733, Verbindung

HRID 1662830Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1662830
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:20])[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)=[CH:7][C:3]=1[C:4]([OH:6])=O.ClC1N=C(OC)N=C(OC)N=1.CN1CCOCC1.C(OC([N:46]1[CH2:51][CH2:50][CH:49]([S:52]([C:55]2[CH:60]=[CH:59][C:58]([NH:61][C:62]3[N:67]=[CH:66][C:65]([NH2:68])=[CH:64][N:63]=3)=[CH:57][CH:56]=2)(=[O:54])=[O:53])[CH2:48][CH2:47]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:20])[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)=[CH:7][C:3]=1[C:4]([NH:68][C:65]1[CH:66]=[N:67][C:62]([NH:61][C:58]2[CH:59]=[CH:60][C:55]([S:52]([CH:49]3[CH2:50][CH2:51][NH:46][CH2:47][CH2:48]3)(=[O:53])=[O:54])=[CH:56][CH:57]=2)=[N:63][CH:64]=1)=[O:6]

Komponenten

7

Edukt 5

HCID 6422Trifluoroacetic acidHCID 79724-MethylmorpholineHCID 184502-Chloro-4,6-dimethoxy-1,3,5-triazineHCID 28667434HCID 28667434, VerbindungHCID 587487264-(4-(5-Amino-pyrimidin-2-ylamino)-benzenesulfonyl)-piperidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 24960733HCID 24960733, VerbindungAusbeute 11 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

Intermediate 19 (Example 27) (0.136 g, 0.44 mmol) was combined with 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) (0.093 g, 0.53 mmol) and diluted with DCM (4 mL). This was immediately treated with 4-methyl morpholine (0.10 mL, 0.88 mmol) and allowed to stir at ambient temperature for 1 h. Intermediate 13 (Example 20) (0.20 g, 0.462 mmol) was then added in one portion. Stirring was continued overnight. After 18 h, reaction solvents were removed and resulting crude solids were diluted with DCM (4 mL) and treated with TFA (0.2 mL). After 2 h, reaction solvents were removed and resulting crude solids purified via HPLC to afford the title compound as a white solid (0.030 g, 11%).

Aufarbeitung

  1. stirringStirring
  2. waitwas continued overnight
  3. waitAfter 18 h
  4. customreaction solvents
  5. customwere removed
  6. customresulting crude solids
  7. waitAfter 2 h
  8. customreaction solvents
  9. customwere removed
  10. customresulting crude solids
  11. custompurified via HPLC

Quellen und Nachweise

ORD-Eintrag
ord-3ae72a55c64048bf9cc57e79b876d18b
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08030487B2

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