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2-Methyl-2H-pyrazol-3-ylamine → 5,6-dimethyl-N4-(1-methyl-1H-pyrazol-5-yl)-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

HRID 63164
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HRID 63164 반응식
[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)[CH2:5][CH2:4]CC1.[CH3:23][N:24]1C(N)=CC=[N:25]1>>[CH3:13][C:12]1[C:7]([NH:6][C:1]2[N:24]([CH3:23])[N:25]=[CH:4][CH:5]=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]
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반응물 2

HCID 1369272-Methyl-2H-pyrazol-3-ylamineHCID 71738410N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

생성물 1

HCID 717388025,6-dimethyl-N4-(1-methyl-1H-pyrazol-5-yl)-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

실험 절차

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 1-methyl-1H-pyrazol-5-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, methanol-d4) δ ppm 2.09 (s, 3H), 2.27 (s, 3H), 3.38 (s, 3H), 4.42 (s, 2H), 5.98 (s, 1H), 7.14 (d, J=7.5 Hz, 1H), 7.24 (t, J=6.7 Hz, 1H), 7.38 (s, 1H), 7.70 (t, J=7.0 Hz, 1H), 8.43 (d, J=5.2 Hz, 1H); MS (ESI) m/z 310.2 (M+1)+.

후처리

  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

출처 및 근거

ORD 기록
ord-748deec9bceb4d2aa0bfcb15efb6a01b
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09447051B2

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