Acetic Acid → HCID 24906105, 화합물

HRID 1868137노트

반응식

HRID 1868137 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([S:14]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([N:23]4[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]4)[CH:18]=3)(=[O:16])=[O:15])[C@H:10]([CH3:29])[CH2:9]2)=[C:4]([C:30]([F:33])([F:32])[F:31])[CH:3]=1.[CH3:34][CH:35]=O.CC(O)=O.[BH3-]C#N.[Na+]>CO>[CH2:34]([N:26]1[CH2:27][CH2:28][N:23]([C:19]2[CH:18]=[C:17]([S:14]([N:11]3[CH2:12][CH2:13][N:8]([C:5]4[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=4[C:30]([F:31])([F:33])[F:32])[CH2:9][C@H:10]3[CH3:29])(=[O:16])=[O:15])[CH:22]=[CH:21][CH:20]=2)[CH2:24][CH2:25]1)[CH3:35]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 177AcetaldehydeHCID 5003444Sodium cyanoborohydrideHCID 24906147HCID 24906147, 화합물

생성물 1

HCID 24906105HCID 24906105, 화합물수율 100%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of (2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methyl-1-[(3-piperazin-1-ylphenyl)sulfonyl]piperazine (120 mg, 0.247 mmol) in MeOH (2 mL) was added CH3CHO (12 mg, 0.27 mmol), HOAc (17.7 μL, 0.3 mmol) and NaBH3CN (8 mg, 0.125 mmol) at room temperature. The resultant mixture was stirred till disappearance of starting material as monitored by LCMS. The solvent was removed. The crude product was purified by SiO2 column eluted with DCM/MeOH to give the desired product as a light yellow solid (116 mg, 100%). HRMS: calcd for C24H30F4N4O2S+H+, 515.20983. found (ESI-FTMS, [M+H]1+), 515.20891.

후처리

  1. customThe solvent was removed
  2. customThe crude product was purified by SiO2 column
  3. washeluted with DCM/MeOH

출처 및 근거

ORD 기록
ord-7c227efbc4174091ac1a1e901a9aa39f
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07632838B2

반응 노트

불러오는 중…