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

Diisopropylethylamine → Methyl 4-(4-(1-(di-tert-butoxyphosphoryloxy)-2-methylpropan-2-ylcarbamoyl)-2-(7-isopropylpyrido[2,3-d]pyrimidin-4-ylamino)phenylthio)phenylcarbamate

HRID 605403
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 605403
[CH:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:12]([NH:13][C:14]3[CH:15]=[C:16]([CH:20]=[CH:21][C:22]=3[S:23][C:24]3[CH:29]=[CH:28][C:27]([NH:30][C:31]([O:33][CH3:34])=[O:32])=[CH:26][CH:25]=3)[C:17](O)=[O:18])=[N:11][CH:10]=[N:9][C:8]=2[N:35]=1)([CH3:3])[CH3:2].F[B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.[P:58]([O:71][C:72]([CH3:75])([CH3:74])[CH3:73])([O:66][C:67]([CH3:70])([CH3:69])[CH3:68])([O:60][CH2:61][C:62]([NH2:65])([CH3:64])[CH3:63])=[O:59].C(N(CC)C(C)C)(C)C>CS(C)=O>[C:72]([O:71][P:58]([O:60][CH2:61][C:62]([NH:65][C:17]([C:16]1[CH:20]=[CH:21][C:22]([S:23][C:24]2[CH:25]=[CH:26][C:27]([NH:30][C:31](=[O:32])[O:33][CH3:34])=[CH:28][CH:29]=2)=[C:14]([NH:13][C:12]2[C:7]3[CH:6]=[CH:5][C:4]([CH:1]([CH3:3])[CH3:2])=[N:35][C:8]=3[N:9]=[CH:10][N:11]=2)[CH:15]=1)=[O:18])([CH3:64])[CH3:63])([O:66][C:67]([CH3:70])([CH3:69])[CH3:68])=[O:59])([CH3:75])([CH3:74])[CH3:73]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 670408713-(7-Isopropylpyrido[2,3-d]pyrimidin-4-ylamino)-4-(4-(methoxycarbonylamino)phenylthio)benzoic acidHCID 866155662-Amino-2-methylpropyl di-tert-butyl phosphate

Produkt 1

HCID 67040540
Methyl 4-(4-(1-(di-tert-butoxyphosphoryloxy)-2-methylpropan-2-ylcarbamoyl)-2-(7-isopropylpyrido[2,3-d]pyrimidin-4-ylamino)phenylthio)phenylcarbamate
Ausbeute 79,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

To a suspension of the product from Example 441D (200 mg, 0.41 mmol) and O-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium tetrafluoroborate [TBTU] (187 mg, 0.57 mmol) in DMSO (2 mL) was added the product of Example 438C (178 mg, 0.57 mmol) then N,N-diisopropylethylamine (0.220 mL, 1.10 mmol) dropwise at room temperature under N2. After 2 hours the reaction was quenche with water (20 mL) and extracted with ethyl acetate (75 mL). The organic layer was washed sequentially with water (3×) and saturated aqueous NaHCO3, dried over MgSO4, and concentrated. The residue was purified by silica gel column chromatography eluting with ethyl acetate to give the title compound as a pale yellow amorphous solid (245 mg., 79%).

Aufarbeitung

  1. customdropwise at room temperature
  2. customAfter 2 hours the reaction was quenche with water (20 mL)
  3. extractionextracted with ethyl acetate (75 mL)
  4. washThe organic layer was washed sequentially with water (3×) and saturated aqueous NaHCO3
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel column chromatography
  8. washeluting with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-fdb124647d4845d39692774b24fd1d82
Quelldatensatz
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07910595B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion