Cesium carbonate → Isoquinolin-3-yl-(4-pyrrolidin-1-ylmethyl-pyridin-2-yl)-amine

HRID 1257118

Reaktionsgleichung

Cl[C:2]1[CH:7]=[C:6]([CH2:8][N:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:4][N:3]=1.[CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[C:16]([NH2:24])[N:15]=1.C(=O)([O-])[O-].[Cs+].[Cs+].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2>C1(C)C=CC=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[C:16]([NH:24][C:2]2[CH:7]=[C:6]([CH2:8][N:9]3[CH2:13][CH2:12][CH2:11][CH2:10]3)[CH:5]=[CH:4][N:3]=2)[N:15]=1

Komponenten

Reaktionsbedingungen

Temperatur: 100 °C

Versuchsvorschrift

2-Chloro-4-pyrrolidin-1-ylmethyl-pyridine (1 eq), isoquinoline-3-ylamine (1 eq), 2.0 eq. of caesium carbonate, 10% (mol) Xantphos and 10% (mol) of Pd2(dba)3 were mixed in toluene (3 ml). The reaction mixture was degassed for three times and then warmed to 100° C. overnight. The reaction mixture was cooled, concentrated and purified by column chromatography eluting 0-10% sat. NH3/MeOH and DCM to afford the title compound.

Aufarbeitung

customThe reaction mixture was degassed for three times
temperatureThe reaction mixture was cooled
concentrationconcentrated
custompurified by column chromatography
washeluting 0-10% sat. NH3/MeOH and DCM

Quellen und Nachweise

ORD-Eintrag: ord-2ef670a2f98b4f4fa6a72814d3128f0a
Quelldatensatz: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08461339B2

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