Methional → HCID 69748555, 화합물

HRID 2301048노트

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HRID 2301048 반응식
C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[CH3:15][S:16][CH2:17][CH2:18][CH:19]=O.[Cl:21][C:22]1[CH:27]=[C:26]([NH2:28])[CH:25]=[CH:24][C:23]=1[NH:29][C:30](=[O:38])[C@:31]([OH:37])([CH3:36])[C:32]([F:35])([F:34])[F:33].C(=O)([O-])O.[Na+]>ClCCCl>[Cl:21][C:22]1[CH:27]=[C:26]([NH:28][CH2:19][CH2:18][CH2:17][S:16][CH3:15])[CH:25]=[CH:24][C:23]=1[NH:29][C:30](=[O:38])[C@:31]([OH:37])([CH3:36])[C:32]([F:34])([F:33])[F:35]

참가 물질

6

반응물 4

HCID 18635MethionalHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 54520116HCID 54520116, 화합물

생성물 1

HCID 69748555HCID 69748555, 화합물

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

Sodium triacetoxyborohydride (0.297 g) was added to a solution of 3-methylsulphanylpropionaldehyde (0.1 ml) and (R)-N-(2-chloro-4-aminophenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide (Example 208) (0.282 g) in 1,2-dichloroethane (6 ml). The mixture was stirred for 16 hours. Saturated aqueous sodium hydrogen carbonate (25 ml) was added and the mixture was extracted with ethyl acetate (40 ml). The extracts were washed with brine (15 ml) then dried. Volatile material was removed by evaporation and the residue was purified by chromatography on a Varian Isolute silica column eluting with 25% ethyl acetate/hexane. The resulting solid was triturated with ether to give the title compound (0.089 g) as a solid. NMR: 1.54 (s, 3H), 1.78 (m, 2H), 2.05 (s, 3H), 2.55 (q, 2H), 3.09 (q, 2H), 5.93 (t, 1H), 6.54 (dd, 1H), 6.65 (s, 1H), 7.46 (m, 2H), 9.33 (s, 1H); MS (ESP−): 369.

후처리

  1. extractionthe mixture was extracted with ethyl acetate (40 ml)
  2. washThe extracts were washed with brine (15 ml)
  3. customthen dried
  4. customVolatile material was removed by evaporation
  5. customthe residue was purified by chromatography on a Varian Isolute silica column
  6. washeluting with 25% ethyl acetate/hexane
  7. customThe resulting solid was triturated with ether

출처 및 근거

ORD 기록
ord-6b5e66f6d6604e62b1c3577857ec15b5
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06498275B1

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