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Phosphorus pentachloride → 5-Isopropyl-pyridine-2-sulphonic acid 5-(2-chloro-5-methoxy-phenoxy)-6-chloromethyl-2-morpholin-4-yl-pyrimidin-4-ylamide

HRID 356654
ノート
印刷プレビュー

反応式

HRID 356654 の反応式
[Cl:1][C:2]1[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][C:3]=1[O:4][C:5]1[C:6]([NH:19][S:20]([C:23]2[CH:28]=[CH:27][C:26]([CH:29]([CH3:31])[CH3:30])=[CH:25][N:24]=2)(=[O:22])=[O:21])=[N:7][C:8]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[N:9][C:10]=1[CH2:11]O.P(Cl)(Cl)(Cl)(Cl)[Cl:39]>O=P(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][C:3]=1[O:4][C:5]1[C:6]([NH:19][S:20]([C:23]2[CH:28]=[CH:27][C:26]([CH:29]([CH3:31])[CH3:30])=[CH:25][N:24]=2)(=[O:22])=[O:21])=[N:7][C:8]([N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)=[N:9][C:10]=1[CH2:11][Cl:39]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 24819Phosphorus pentachlorideHCID 178683755-Isopropyl-pyridine-2-sulphonic acid 5-(2-chloro-5-methoxy-phenoxy)-6-hydroxymethyl-2-morpholin-4-yl-pyrimidin-4-ylamide

生成物 1

HCID 223778495-Isopropyl-pyridine-2-sulphonic acid 5-(2-chloro-5-methoxy-phenoxy)-6-chloromethyl-2-morpholin-4-yl-pyrimidin-4-ylamide収率 72.6%

試薬・触媒・溶媒 1

HCID 24813Phosphorus oxychloride溶媒

実験手順

0.2 g of the compound obtained in Example 38 in 3.5 ml of POCl3 was stirred with 0.083 g of PCl5 at 20° C. for 2 hours. Thereafter, the POCl3 was distilled off and the residue was partitioned between ethyl acetate and aqueous sodium bicarbonate (sic). The organic phase was washed with water, dried and the solvent was evaporated. The residue was chromatographed over silica gel with chloroform-methanol, thereafter recrystallized from dichloromethane-ethanol. 0.150 g of 5-isopropyl-pyridine-2-sulphonic acid 5-(2-chloro-5-methoxy-phenoxy)-6-chloromethyl-2-morpholin-4-yl-pyrimidin-4-ylamide, m.p. 205° C., was obtained.

後処理

  1. distillationThereafter, the POCl3 was distilled off
  2. customthe residue was partitioned between ethyl acetate and aqueous sodium bicarbonate (sic)
  3. washThe organic phase was washed with water
  4. customdried
  5. customthe solvent was evaporated
  6. customThe residue was chromatographed over silica gel with chloroform-methanol
  7. customrecrystallized from dichloromethane-ethanol

出典と根拠

ORDレコード
ord-ae53e6594c4747139f01ab4a54ad25bf
出典データセット
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05837708

反応ノート

読み込み中…

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