Methional → HCID 69748555、化合物

HRID 2301048ノート

反応式

HRID 2301048 の反応式
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]

参加物

6

反応物 4

HCID 18635MethionalHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 54520116HCID 54520116、化合物

生成物 1

HCID 69748555HCID 69748555、化合物

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6b5e66f6d6604e62b1c3577857ec15b5
出典データセット
uspto-grants-2002_12
特許番号
US06498275B1

反応ノート

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