Succinyl chloride → 1-[4-(3-Chloro-4-hydroxy-phenylamino)-6-phenyl-pyrimidin-2-yl]-pyrrolidine-2,5-dione

HRID 1161693

反応式

HRID 1161693 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[C:11]([Cl:16])[CH:10]=2)[CH:5]=[C:4]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:3]=1.[C:23](Cl)(=[O:29])[CH2:24][CH2:25][C:26](Cl)=[O:27]>CN(C)C=O.CN(C1C=CN=CC=1)C.O>[Cl:16][C:11]1[CH:10]=[C:9]([NH:8][C:6]2[CH:5]=[C:4]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:3]=[C:2]([N:1]3[C:26](=[O:27])[CH2:25][CH2:24][C:23]3=[O:29])[N:7]=2)[CH:14]=[CH:13][C:12]=1[OH:15]

参加物

6

反応物 2

HCID 10970Succinyl chlorideHCID 586261414-(2-Amino-6-phenyl-pyrimidin-4-ylamino)-2-chloro-phenol

生成物 1

HCID 115892931-[4-(3-Chloro-4-hydroxy-phenylamino)-6-phenyl-pyrimidin-2-yl]-pyrrolidine-2,5-dione

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of compound 4-(2-amino-6-phenyl-pyrimidin-4-ylamino)-2-chloro-phenol (0.5 g, 1.6 mmol) in dry dimethylformamide (10 mL) was added 4-(N,N-dimethylamino)pyridine (0.39 g, 3.2 mmol) at 0° C. with stirring under nitrogen atmosphere. To this was added freshly prepared succinyl chloride (0.62 g, 4 mmol). The mixture was then stirred at 80° C. for 20 hours. After completion of the reaction the mixture was diluted with water (75 mL), the solid separated was filtered off, washed with cold water (200 mL) and dried. The solid was purified further by column chromatography using petroleum ether-ethyl acetate to give the desired product as a light brown solid.

後処理

  1. stirringThe mixture was then stirred at 80° C. for 20 hours
  2. customAfter completion of the reaction the mixture
  3. customthe solid separated
  4. filtrationwas filtered off
  5. washwashed with cold water (200 mL)
  6. customdried
  7. customThe solid was purified further by column chromatography

出典と根拠

ORDレコード
ord-00aa9bc38e134df8ab973a9e9f70ce33
出典データセット
uspto-grants-2010_10
特許番号
US07820654B2

関連ノート

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