Cyclopentanol → HCID 86679898, 화합물

HRID 403467

반응식

HRID 403467 반응식
[C:1]([O:5][C:6](=[O:34])[CH2:7][O:8][C:9]1[C:14]([CH3:15])=[CH:13][C:12]([C:16]2[O:17][C:18]3[N:19]=[C:20](S(C)(=O)=O)[N:21]=[C:22]([O:25][CH2:26][CH2:27][CH3:28])[C:23]=3[N:24]=2)=[CH:11][C:10]=1[CH3:33])([CH3:4])([CH3:3])[CH3:2].[CH:35]1([OH:40])[CH2:39][CH2:38][CH2:37][CH2:36]1.C(N=P(N1CCCC1)(N1CCCC1)N1CCCC1)(C)(C)C>>[C:1]([O:5][C:6](=[O:34])[CH2:7][O:8][C:9]1[C:14]([CH3:15])=[CH:13][C:12]([C:16]2[O:17][C:18]3[N:19]=[C:20]([O:40][CH:35]4[CH2:39][CH2:38][CH2:37][CH2:36]4)[N:21]=[C:22]([O:25][CH2:26][CH2:27][CH3:28])[C:23]=3[N:24]=2)=[CH:11][C:10]=1[CH3:33])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 3

HCID 7298CyclopentanolHCID 3856267tert-Butylimino-tri(pyrrolidino)phosphoraneHCID 86679896Tert-butyl [4-(5-methanesulfonyl-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]acetate

생성물 1

HCID 86679898HCID 86679898, 화합물수율 27.2%

반응 조건

온도
100 °C

실험 절차

A solution of 98 mg of [4-(5-methanesulfonyl-7-propoxy-oxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethyl-phenoxy]-acetic acid tert-butyl ester, 19 mg of cyclopentanol and 69 mg of (tert-butylimino)tris(pyrrolidino)phosphorane was reacted at room temperature for 16 h and subsequently heated in a microwave reactor to 100° C. for 10 min. The mixture was poured onto water and extracted twice with ethyl acetate. The combined organic layers were washed with a 10% aqueous solution of citric acid and brine, dried and evaporated. After purification by preparative HPLC, 27 mg of the title compound were obtained.

후처리

  1. additionThe mixture was poured onto water
  2. extractionextracted twice with ethyl acetate
  3. washThe combined organic layers were washed with a 10% aqueous solution of citric acid and brine
  4. customdried
  5. customevaporated
  6. customAfter purification by preparative HPLC

출처 및 근거

ORD 기록
ord-31c921d7ce224a1fae567d02eb829044
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748436B2

연결된 노트

불러오는 중…