Piperidine → 5-methoxy-2-[1-(4-methoxybenzyl)-1H-indazol-3-yl]pyrimidin-4-amine

HRID 1776391ノート

反応式

HRID 1776391 の反応式
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([C:17](=[NH:19])[NH2:18])=[N:9]2)=[CH:5][CH:4]=1.C[N:23](C)[CH:24](N(C)C)[CH:25]([O:28][CH3:29])[C:26]#N.N1CCCCC1>CC(C)CCO>[CH3:29][O:28][C:25]1[C:24]([NH2:23])=[N:19][C:17]([C:10]2[C:11]3[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=3)[N:8]([CH2:7][C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:21][CH:20]=3)[N:9]=2)=[N:18][CH:26]=1

参加物

5

反応物 3

HCID 8082PiperidineHCID 129674413,3-Bis(dimethylamino)-2-methoxypropanenitrileHCID 867324151-(4-methoxybenzyl)-1H-indazole-3-carboximidamide

生成物 1

HCID 867324165-methoxy-2-[1-(4-methoxybenzyl)-1H-indazol-3-yl]pyrimidin-4-amine

試薬・触媒・溶媒 1

HCID 31260Isoamyl Alcohol溶媒

反応条件

温度
100 °C

実験手順

6.45 g of 1-(4-methoxybenzyl)-1H-indazole-3-carboximidamide (23.0 mmol, 1 eq.), 5.40 g of 3,3-bis(dimethylamino)-2-methoxypropanenitrile (1-2-1, 31.5 mmol, 1.37 eq.) and 0.455 ml of piperidine (4.60 mmol, 0.2 eq.) were dissolved in 82.7 ml of dry 3-methylbutan-1-ol, put under a nitrogen atmosphere and stirred at 100° C. for 3 days. The mixture was cooled down at room temperature and stirred for 18 hours for crystallization. The resulting suspension was filtered off. The crystals were washed with cold methanol and dried in vacuo at 50° C. The crystallization was repeated twice with cold methanol to receive 2 further filter cakes and a combined yield of 6.87 g (19 mmol, 82.5%) of the analytically pure target compound.

後処理

  1. temperatureThe mixture was cooled down at room temperature
  2. stirringstirred for 18 hours for crystallization
  3. filtrationThe resulting suspension was filtered off
  4. washThe crystals were washed with cold methanol
  5. customdried in vacuo at 50° C
  6. customThe crystallization
  7. filtrationfurther filter cakes

出典と根拠

ORDレコード
ord-7cc7c822465145db94118cc8380baea6
出典データセット
uspto-grants-2016_02
特許番号
US09265763B2

反応ノート

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