Triphenylphosphine → HCID 18397192、化合物

HRID 376773ノート

反応式

HRID 376773 の反応式
N(C(OCC)=O)=NC(OCC)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:32][C:33]1[C:38]([F:39])=[C:37]([OH:40])[CH:36]=[CH:35][C:34]=1[C:41]1[N:46]=[CH:45][C:44]([C:47]2[CH:48]=[N:49][C:50]([O:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61])=[CH:51][CH:52]=2)=[CH:43][N:42]=1.[F:62][C@@H:63]([CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH3:73])[CH2:64]O>C1COCC1>[F:32][C:33]1[C:38]([F:39])=[C:37]([O:40][CH2:64][C@@H:63]([F:62])[CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH3:73])[CH:36]=[CH:35][C:34]=1[C:41]1[N:46]=[CH:45][C:44]([C:47]2[CH:48]=[N:49][C:50]([O:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61])=[CH:51][CH:52]=2)=[CH:43][N:42]=1

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 22857780HCID 22857780、化合物HCID 1355974452-(2,3-Difluoro-4-hydroxyphenyl)-5-(6-octyloxypyridin-3-yl)pyrimidine

生成物 1

HCID 18397192HCID 18397192、化合物収率 87.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3.2 mmol of diethyl azodicarboxylate are added dropwise at 0° C. to 3.2 mmol of triphenylphosphine in 20 ml of THF, and the mixture is stirred at room temperature for a further 20 minutes. 2.4 mmol of 2-(2,3-difluoro-4-hydroxyphenyl)-5-(6-octyloxypyridin-3-yl)pyrimidine and 2.4 mmol of 2-(S)-fluorodecanol are then added, and the reaction mixture is allowed to stand overnight. After the solvent has been removed in vacuo, the crude product is chromatographed on silica gel 60 using dichloromethane/ethyl acetate 20:1 (v/v) as eluent and is recrystallized from acetonitrile, giving 1.2 g (86%) of colorless crystals, X 97 SC * 150.5 SA 161.5 I.

後処理

  1. waitto stand overnight
  2. customAfter the solvent has been removed in vacuo
  3. customthe crude product is chromatographed on silica gel 60 using dichloromethane/ethyl acetate 20:1 (v/v) as eluent
  4. customis recrystallized from acetonitrile

出典と根拠

ORDレコード
ord-08b81b1a3c2d436a9ed3634aed1196ad
出典データセット
uspto-grants-2000_02
特許番号
US06022492

反応ノート

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