3-Aminocyclopentanol hydrochloride → 3-({5,6-Dimethyl-2-[(pyridin-2-ylmethyl)amino]pyrimidin-4-yl}amino)cyclopentanol

HRID 63126

反応式

HRID 63126 の反応式
[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][CH2:3][CH2:2]1.Cl.NC1CCC([OH:30])C1>>[CH3:13][C:12]1[C:7]([NH:6][CH:1]2[CH2:2][CH2:3][CH:4]([OH:30])[CH2:5]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]

参加物

3

反応物 2

HCID 198184283-Aminocyclopentanol hydrochlorideHCID 71738410N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

生成物 1

HCID 717384793-({5,6-Dimethyl-2-[(pyridin-2-ylmethyl)amino]pyrimidin-4-yl}amino)cyclopentanol

実験手順

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 3-aminocyclopentanol hydrochloride 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 1.50-1.58 (m, 1H), 1.70-1.78 (m, 3H), 1.96 (bs, 4H), 2.34 (s, 3H), 3.32 (s, 3H), 4.20-4.32 (m, 2H), 7.69-7.75 (m, 1H), 7.79-7.85 (m, 1H), 8.20-8.29 (m, 1H), 8.69 (bs, 1H); MS (ESI) m/z 314.8 (M+1)+.

後処理

  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

出典と根拠

ORDレコード
ord-192cd479af064bde98284a776c545491
出典データセット
uspto-grants-2016_09
特許番号
US09447051B2

関連ノート

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