1-(Chloromethyl)-2-iodobenzene → 6-[3(R)-Amino-piperidin-1-yl]-1-(2-iodo-benzyl)-1H-pyrimidine-2,4-dione

HRID 505890

Reaktionsgleichung

Reaktionsgleichung von HRID 505890
[NH2:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]2[N:13]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3Br)[C:12](=[O:22])[NH:11][C:10](=[O:23])[CH:9]=2)[CH2:3]1.[I:24]C1C=CC=CC=1CCl>>[NH2:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]2[N:13]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[I:24])[C:12](=[O:22])[NH:11][C:10](=[O:23])[CH:9]=2)[CH2:3]1

Komponenten

3

Edukt 2

HCID 1010641-(Chloromethyl)-2-iodobenzeneHCID 112919016-[3(R)-Amino-piperidin-1-yl]-1-(2-bromo-benzyl)-1H-pyrimidine-2,4-dione

Produkt 1

HCID 114758256-[3(R)-Amino-piperidin-1-yl]-1-(2-iodo-benzyl)-1H-pyrimidine-2,4-dione

Versuchsvorschrift

The title compound was prepared by the procedure described in the preparation of compound 8, except that 2-iodobenzyl chloride was used as the benzylating reagent. 1H-NMR (400 MHz, CDCl3-CD3OD 10:1): δ 7.76 (d, J=7.6 Hz, 1H), 7.21 (t, J=7.3 Hz, 1H), 6.89 (t, J=7.2 Hz, 1H), 6.79 (d, J=7.3 Hz, 1H), 5.26 (s, 1H), 4.79-4.92 (ABq, J=34.1, 6.7.0 Hz, 2H), 3.27 (m, 1H), 3.13 (s, 1H), 2.85 (d, J=11.6 Hz, 1H), 2.70 (m, 1H), 2.41 (m, 1H), 2.02 (m, 1H), 1.60 (m, 1H), 1.45 (m, 2H). MS (ES) [m+H] calc'd for C16H20IN4O2, 427.1; found, 427.1.

Quellen und Nachweise

ORD-Eintrag
ord-6c0d697def27422ba8d549e0dbafa839
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07781584B2

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