Triphenylphosphine → HCID 22625090、化合物

HRID 279662

反応式

HRID 279662 の反応式
N(C(OCC)=O)=NC(OCC)=O.[Cl:13][C:14]1[CH:33]=[CH:32][C:17]([NH:18][C:19]2[C:28]3[C:23](=[CH:24][C:25]([OH:31])=[C:26]([O:29][CH3:30])[CH:27]=3)[N:22]=[CH:21][N:20]=2)=[C:16]([F:34])[CH:15]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:54][C:55]1[N:60]=[C:59]([CH2:61][CH2:62]O)[CH:58]=[CH:57][CH:56]=1>C(Cl)Cl>[ClH:13].[Cl:13][C:14]1[CH:33]=[CH:32][C:17]([NH:18][C:19]2[C:28]3[C:23](=[CH:24][C:25]([O:31][CH2:62][CH2:61][C:59]4[CH:58]=[CH:57][CH:56]=[C:55]([CH3:54])[N:60]=4)=[C:26]([O:29][CH3:30])[CH:27]=3)[N:22]=[CH:21][N:20]=2)=[C:16]([F:34])[CH:15]=1

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 702836-Methylpyridine-2-ethanolHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 1355137204-(4-Chloro-2-fluorophenylamino)-7-hydroxy-6-methoxyquinazoline

生成物 1

HCID 22625090HCID 22625090、化合物収率 81.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Diethyl azodicarboxylate (236 μl, 1.5 mmol) was added dropwise to a suspension of 4-(4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline (160 mg, 0.5 mmol), (prepared as described for the starting material in Example 24), triphenylphosphine (393 mg, 1.5 mmol) and 2-(6-methyl-2-pyridyl)ethanol (96 mg, 0.7 mmol), (J. Chem. Soc. A, 1971, 388), in methylene chloride (6 ml) and the mixture stirred for 16 hours at ambient temperature. The mixture was poured directly on to a silica column and eluted with methylene chloride/methanol (95/5). The purified solid was dissolved in methylene chloride/methanol and ethereal hydrogen chloride (1.5 ml of a 4.5M solution) was added. The mixture was diluted with ether and the resulting precipitate was collected by filtration, washed with ether and dried under vacuum to give 4-(4-chloro-2-fluoroanilino)-6-methoxy-7-(2-(6-methyl-2-pyridyl)ethoxy)quinazoline hydrochloride (97 mg, 34%).

後処理

  1. custom(prepared
  2. additionThe mixture was poured directly on to a silica column
  3. washeluted with methylene chloride/methanol (95/5)
  4. dissolutionThe purified solid was dissolved in methylene chloride/methanol
  5. additionethereal hydrogen chloride (1.5 ml of a 4.5M solution) was added
  6. additionThe mixture was diluted with ether
  7. filtrationthe resulting precipitate was collected by filtration
  8. washwashed with ether
  9. customdried under vacuum

出典と根拠

ORDレコード
ord-08d638be3c28493587ca02e3fa7383a2
出典データセット
uspto-grants-2002_03
特許番号
US06362336B1

関連ノート

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