3-Amino-5-methylisoxazole → 5,6-dimethyl-N4-(5-methyl-1,2-oxazol-3-yl)-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

HRID 63184

Reaktionsgleichung

Reaktionsgleichung von HRID 63184
[CH:1]1([NH:6][C:7]2[C:12]([CH3:13])=[C:11]([CH3:14])[N:10]=[C:9]([NH:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)[N:8]=2)C[CH2:4][CH2:3][CH2:2]1.CC1[O:28][N:27]=C(N)C=1>>[CH3:13][C:12]1[C:7]([NH:6][C:1]2[CH:2]=[C:3]([CH3:4])[O:28][N:27]=2)=[N:8][C:9]([NH:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)=[N:10][C:11]=1[CH3:14]

Komponenten

3

Edukt 2

HCID 661723-Amino-5-methylisoxazoleHCID 71738410N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

Produkt 1

HCID 717389855,6-dimethyl-N4-(5-methyl-1,2-oxazol-3-yl)-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

Versuchsvorschrift

The titled compound was synthesized according to the procedure described for preparation of N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine (Example 29) using 5-methylisoxazol-3-amine instead of cyclopentanamine. The crude material was purified by column chromatography eluting with mixture of chloroform/ethanol/20% water solution of ammonia (200:10:1), and then the final product was washed with diethyl ether to afford the titled compound as a white solid. 1H NMR (300 MHz, CDCl3) δ ppm 2.06 (s, 3H), 2.35 (s, 3H), 4.75 (d, J=2.8 Hz, 2H), 5.92 (bs, 1H), 6.54 (s, 1H), 7.18 (m, 1H), 7.36 (d, J=7.8 Hz, 1H), 7.64 (t, J=7.5 Hz, 1H), 8.59 (d, J=4.0 Hz, 1H); MS (ESI) m/z 311.5 (M+1)+.

Aufarbeitung

  1. customThe titled compound was synthesized
  2. customThe crude material was purified by column chromatography
  3. washeluting with mixture of chloroform/ethanol/20% water solution of ammonia (200:10:1)
  4. washthe final product was washed with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-f8d7375a1fc2467ea4b7b57f43a98d9b
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447051B2

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