Cesium carbonate → HCID 89554319, Verbindung

HRID 1507524Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1507524
[Cl:1][C:2]1[C:10]2[S:9][CH:8]=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.I[C:12]1[C:13]([NH:26][C@@H:27]2[CH2:32][CH2:31][CH2:30][N:29]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:28]2)=[N:14][C:15]([N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[N:16][C:17]=1[O:18][CH3:19].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cu]I>[Cl:1][C:2]1[C:10]2[S:9][C:8]([C:12]3[C:13]([NH:26][C@@H:27]4[CH2:32][CH2:31][CH2:30][N:29]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:28]4)=[N:14][C:15]([N:20]4[CH2:21][CH2:22][O:23][CH2:24][CH2:25]4)=[N:16][C:17]=3[O:18][CH3:19])=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

Komponenten

7

Edukt 3

HCID 10796Cesium carbonateHCID 184112937-Chloro-1,3-benzothiazoleHCID 89554305(R)-Tert-butyl 3-(5-iodo-6-methoxy-2-morpholinopyrimidin-4-ylamino)piperidine-1-carboxylate

Produkt 1

HCID 89554319HCID 89554319, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 178418397HCID 178418397, VerbindungKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Following the same procedure as in step 3 of Example 337 using 7-chloro-1,3-benzothiazole (58.8 mg, 0.35 mmol, 1.80 equiv), tert-butyl (3R)-3-[[5-iodo-6-methoxy-2-(morpholin-4-yl)pyrimidin-4-yl]amino]piperidine-1-carboxylate (100.0 mg, 0.19 mmol, 1.00 equiv), cesium carbonate (371.4 mg, 6.00 equiv), tetrakis(triphenylphosphine)palladium (40.4 mg, 0.03 mmol, 0.18 equiv) and copper (I) iodide (6.7 mg, 0.04 mmol, 0.18 equiv) in N,N-dimethylformamide (4.0 mL). The crude product was purified through a silica gel column, eluting with ethyl acetate/petroleum ether (1:10-1:3) to provide the title compound as a white solid.

Aufarbeitung

  1. customThe crude product was purified through a silica gel column
  2. washeluting with ethyl acetate/petroleum ether (1:10-1:3)

Quellen und Nachweise

ORD-Eintrag
ord-40b201f3102d47c6a77ad180cb91f404
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09221809B2

Notizen zur Reaktion

Wird geladen…