Carbazole → n-[(2,4-Diaminofuro[2,3-d]pyrimidin-5-yl)methyl]carbazole

Reaktionsgleichung

[NH2:1][C:2]1[N:3]=[C:4]([NH2:25])[C:5]2[C:10]([CH2:11][N:12]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:9][O:8][C:6]=2[N:7]=1.C1C2NC3C(=CC=CC=3)C=2C=CC=1.[H-].[Na+].NC1N=C(N)C2C(CCl)=COC=2N=1>>[NH2:1][C:2]1[N:3]=[C:4]([NH2:25])[C:5]2[C:10]([CH2:11][N:12]3[C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][C:24]=4[C:18]4[C:13]3=[CH:14][CH:15]=[CH:16][CH:17]=4)=[CH:9][O:8][C:6]=2[N:7]=1

Komponenten

Edukt 4

HCID 6854Carbazole

HCID 24758Sodium hydride

HCID 9818937n-[(2,4-Diaminofuro[2,3-d]pyrimidin-5-yl)methyl]-n,n-diphenylamine

HCID 114129595-(Chloromethyl)furo[2,3-d]pyrimidine-2,4-diamine

Produkt 1

HCID 9905526n-[(2,4-Diaminofuro[2,3-d]pyrimidin-5-yl)methyl]carbazole

Versuchsvorschrift

N-[(2,4-Diaminofuro[2,3-d]pyrimidin-5-yl)methyl]carbazole (Formula I: Ar=2,4-diaminofuro[2,3-d]pyrimidin-5-yl; W=CH2; X=N; Z=chemical bond; m=n=0) is prepared similarly to N-[(2,4-diaminofuro[2,3-d]pyrimidin-5-yl)methyl]-N,N-diphenylamine as disclosed in Example 11 above by using carbazole (129 mg, 0.8 mmol), NaH (50 mg, 2.1 mmol), and 2,4-diamino-5-chloromethylfuro[2,3-d]pyrimidine (60 mg, 0.3 mmol). The product can be purified by chromatography.