Tributylphosphine → HCID 22624977、化合物

HRID 1737517ノート

反応式

HRID 1737517 の反応式
N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O.[ClH:19].[F:20][C:21]1[CH:40]=[C:39](C)[C:38]([O:42][C:43]([O:45][CH3:46])=[O:44])=[CH:37][C:22]=1[NH:23][C:24]1[C:33]2[C:28](=[CH:29][C:30]([OH:36])=[C:31]([O:34][CH3:35])[CH:32]=2)[N:27]=[CH:26][N:25]=1.C(P(CCCC)CCCC)CCC.O[CH2:61][CH2:62][CH2:63][C:64]1[CH:69]=[CH:68][N:67]=[CH:66][CH:65]=1>C(Cl)Cl>[Cl:19][C:39]1[C:38]([O:42][C:43]([O:45][CH3:46])=[O:44])=[CH:37][C:22]([NH:23][C:24]2[C:33]3[C:28](=[CH:29][C:30]([O:36][CH2:61][CH2:62][CH2:63][C:64]4[CH:69]=[CH:68][N:67]=[CH:66][CH:65]=4)=[C:31]([O:34][CH3:35])[CH:32]=3)[N:27]=[CH:26][N:25]=2)=[C:21]([F:20])[CH:40]=1

参加物

6

反応物 4

HCID 13831TributylphosphineHCID 729234-PyridinepropanolHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 1356711794-(2-Fluoro-5-methoxycarbonyloxy-4-methylanilino)-7-hydroxy-6-methoxyquinazoline hydrochloride

生成物 1

HCID 22624977HCID 22624977、化合物収率 67%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

1,1'-(Azodicarbonyl)dipiperidine (2.52 g, 10 mmol) in methylene chloride (10 ml) was added dropwise to a solution of 4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)-7-hydroxy-6-methoxyquinazoline hydrochloride (1.38 g, 3.5 mmol), (prepared as described for the starting material in Example 22), tributylphosphine (2 g, 10.5 mmol) and 4-(3-hydroxypropyl)pyridine (720 mg, 5.25 mmol) in methylene chloride (25 ml) and the mixture stirred for 2.5 hours at ambient temperature. The solvent was removed by evaporation and the residue was triturated with petroleum ether. The solid product was collected by filtration and purified by column chromatography eluting with methylene chloride/methanol (95/5) to give 4-(4-chloro-2-fluoro-5-methoxycarbonyloxyanilino)-6-methoxy-7-(3-(4-pyridyl)propoxy)quinazoline (1.2 g, 67%).

後処理

  1. custom(prepared
  2. customThe solvent was removed by evaporation
  3. customthe residue was triturated with petroleum ether
  4. filtrationThe solid product was collected by filtration
  5. custompurified by column chromatography
  6. washeluting with methylene chloride/methanol (95/5)

出典と根拠

ORDレコード
ord-65a48fac3bc64017831e5a5596b732f1
出典データセット
uspto-grants-1999_10
特許番号
US05962458

反応ノート

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