Thionyl Chloride → 6-Amino-9-(2-chloroethyl)-8-(2-pyridin-3-yl-ethyl)-purine

HRID 1920656ノート

反応式

HRID 1920656 の反応式
[NH2:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([CH2:14][CH2:15][C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)[N:6]2[CH2:11][CH2:12]O.O=S(Cl)[Cl:24]>>[NH2:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([CH2:14][CH2:15][C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)[N:6]2[CH2:11][CH2:12][Cl:24]

参加物

3

反応物 2

HCID 24386Thionyl ChlorideHCID 668676282-(6-Amino-8-(2-pyridin-3-yl-ethyl)-purin-9-yl)ethanol

生成物 1

HCID 668679646-Amino-9-(2-chloroethyl)-8-(2-pyridin-3-yl-ethyl)-purine収率 8%

実験手順

0.45 g of 2-(6-amino-8-(2-pyridin-3-yl-ethyl)-purin-9-yl)ethanol were cooled to −20° C. and 6 ml of SOCl2 were added. The temperature was gradually risen to 50° C. and the mixture was stirred at this temperature for 12 hours. The excess of SOCl2 was evaporated and the residue was taken up in dichloromethane washed with saturated aqueous NaHCO3 dried over Na2SO4 and evaporated in vacuo. The crude product was purified by flash chromatography on silica gel (CHCl3:MeOH 50:1) to give 40 mg (8%) of the desired product.

後処理

  1. customwas gradually risen to 50° C.
  2. customThe excess of SOCl2 was evaporated
  3. washwashed with saturated aqueous NaHCO3
  4. dry with materialdried over Na2SO4
  5. customevaporated in vacuo
  6. customThe crude product was purified by flash chromatography on silica gel (CHCl3:MeOH 50:1)

出典と根拠

ORDレコード
ord-df08aa149db34b8a89707d2ddcc7b2c1
出典データセット
uspto-grants-2012_05
特許番号
US08173609B2

反応ノート

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