Sodium hydride → tert-Butyl {4-[5-(trans-2-fluorocyclohexyloxy)-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethylphenoxy}acetate

HRID 81507

반응식

HRID 81507 반응식
[F:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[OH:8].[H-].[Na+].CS([C:15]1[N:16]=[C:17]([O:41][CH2:42][CH2:43][CH3:44])[C:18]2[N:23]=[C:22]([C:24]3[CH:38]=[C:37]([CH3:39])[C:27]([O:28][CH2:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])=[C:26]([CH3:40])[CH:25]=3)[O:21][C:19]=2[N:20]=1)(=O)=O>CN(C)C=O>[F:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[O:8][C:15]1[N:16]=[C:17]([O:41][CH2:42][CH2:43][CH3:44])[C:18]2[N:23]=[C:22]([C:24]3[CH:25]=[C:26]([CH3:40])[C:27]([O:28][CH2:29][C:30]([O:32][C:33]([CH3:34])([CH3:35])[CH3:36])=[O:31])=[C:37]([CH3:39])[CH:38]=3)[O:21][C:19]=2[N:20]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 12700773(1R,2R)-2-fluorocyclohexan-1-olHCID 86679896Tert-butyl [4-(5-methanesulfonyl-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]acetate

생성물 1

HCID 86679899tert-Butyl {4-[5-(trans-2-fluorocyclohexyloxy)-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethylphenoxy}acetate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

Under an atmosphere of argon and at 0 C, 26 mg of trans-2-fluorocyclohexanol were added to a suspension of 10 mg of sodium hydride (60% in mineral oil) in 2 ml of N,N-dimethylformamide. After 15 min, a solution of 100 mg of tert-butyl [4-(5-methanesulfonyl-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]acetate in 1 ml of N,N-dimethylformamide was slowly added. After 12 h at room temperature, the mixture was quenched by addition of water and extracted twice with ethyl acetate. The combined organic layers were dried and concentrated under reduced pressure. This gave 101 mg of the title compound.

후처리

  1. waitAfter 12 h at room temperature
  2. customthe mixture was quenched by addition of water
  3. extractionextracted twice with ethyl acetate
  4. customThe combined organic layers were dried
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b471f888480945b7ae876a55e18b2f8f
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846691B2

연결된 노트

불러오는 중…