Triphenylphosphine → HCID 18397192, 화합물

HRID 376773노트

반응식

HRID 376773 반응식
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

참가 물질

6

반응물 4

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

생성물 1

HCID 18397192HCID 18397192, 화합물수율 87.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-08b81b1a3c2d436a9ed3634aed1196ad
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06022492

반응 노트

불러오는 중…