StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Hydrochloric Acid → HCID 69707938, Verbindung

HRID 896367
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 896367
C(OC(=O)NCC1C=CC2N(CCC(C)C)C(CN3C4C(=CC=CC=4)C(=O)N(C4CC4)C3=O)=NC=2C=1)(C)(C)C.[CH:40]([C:42]1[C:50]2[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=2)[NH:44][N:43]=1)=[CH2:41].[C:51]([O:55][C:56]([NH:58][CH2:59][C:60]1[CH:81]=[CH:80][C:63]2[N:64]([CH2:69][CH2:70][CH2:71][CH2:72][O:73][C:74](=[O:79])[C:75]([CH3:78])([CH3:77])[CH3:76])[C:65]([CH2:67]Cl)=[N:66][C:62]=2[CH:61]=1)=[O:57])([CH3:54])([CH3:53])[CH3:52].Cl>>[C:51]([O:55][C:56]([NH:58][CH2:59][C:60]1[CH:81]=[CH:80][C:63]2[N:64]([CH2:69][CH2:70][CH2:71][CH2:72][O:73][C:74](=[O:79])[C:75]([CH3:78])([CH3:77])[CH3:76])[C:65]([CH2:67][N:44]3[C:45]4[C:50](=[CH:49][CH:48]=[CH:47][CH:46]=4)[C:42]([CH:40]=[CH2:41])=[N:43]3)=[N:66][C:62]=2[CH:61]=1)=[O:57])([CH3:54])([CH3:52])[CH3:53]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 11051787HCID 11051787, VerbindungHCID 59561852HCID 59561852, VerbindungHCID 69718855[2-(3-cyclopropyl-2,4-dioxo-3,4-dihydro-2H-quinazolin-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-carbamic acid tert-butyl ester

Produkt 1

HCID 69707938HCID 69707938, Verbindung
Ausbeute 71 %

Versuchsvorschrift

The procedure for the preparation of [2-(3-cyclopropyl-2,4-dioxo-3,4-dihydro-2H-quinazolin-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-carbamic acid tert-butyl ester was followed starting with 3-vinyl-1H-indazole (140 mg, 0.970 mmol) and 2,2-dimethyl-propionic acid 4-[5-(tert-butoxycarbonylamino-methyl)-2-chloromethyl-benzoimidazol-1-yl]-butyl ester; HCl salt (474 mg, 0.614 mmol). After quenching with water, a gum formed. The water was decanted and the residue partitioned between diethyl ether and water. The layers were separated and the aqueous phase extracted with diethyl ether (2×40 mL). The combined organic phases were washed with water (twice), brine, and dried (MgSO4). Purification by flash chromatography (eluent hexane-acetone 2:3) afforded 2,2-dimethyl-propionic acid 4-[5-(tert-butoxycarbonylamino-methyl)-2-(3-vinyl-indazol-1-ylmethyl)-benzoimidazol-1-yl]-butyl ester (386 mg, 71%) as a colorless foam:

Aufarbeitung

  1. customAfter quenching with water
  2. customa gum formed
  3. customThe water was decanted
  4. customthe residue partitioned between diethyl ether and water
  5. customThe layers were separated
  6. extractionthe aqueous phase extracted with diethyl ether (2×40 mL)
  7. washThe combined organic phases were washed with water (twice), brine
  8. dry with materialdried (MgSO4)
  9. customPurification by flash chromatography (eluent hexane-acetone 2:3)

Quellen und Nachweise

ORD-Eintrag
ord-1aa069294f4642f6ad6b66b101511d63
Quelldatensatz
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06919331B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion