Triethylamine → HCID 178453892、化合物

HRID 72848

反応式

HRID 72848 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][N:8]=[C:7]([CH:10]3[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]3)[C:6]=2[CH:16]=1.[C:17]([O:21][C:22](=[O:33])[NH:23][C@H:24]1[CH2:29][CH2:28][C@H:27]([CH2:30][CH:31]=O)[CH2:26][CH2:25]1)([CH3:20])([CH3:19])[CH3:18].C(N(CC)CC)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl>[C:17]([O:21][C:22](=[O:33])[NH:23][C@H:24]1[CH2:25][CH2:26][C@H:27]([CH2:30][CH2:31][N:13]2[CH2:12][CH2:11][CH:10]([C:7]3[C:6]4[CH:16]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=4[O:9][N:8]=3)[CH2:15][CH2:14]2)[CH2:28][CH2:29]1)([CH3:20])([CH3:19])[CH3:18]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 27947555-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazoleHCID 5049666Sodium triacetoxyborohydrideHCID 178453924HCID 178453924、化合物2 回

生成物 1

HCID 178453892HCID 178453892、化合物収率 102%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

A mixture of 5-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (1.3 g, 5 mmol), trans-[4-(2-oxo-ethyl)-cyclohexyl]-carbamic acid tert-butyl ester (example 1, intermediate C) (1.6 g, 6 mmol), triethylamine (0.64 mL, 5 mmol) in 1,2 dichloroethane (27 mL) was stirred for 4 h at room temperature and sodium triacetoxyborohydride (1.9 g, 9 mmol) was added slowly and the resulting solution was stirred for 12 hours until the TLC indicated completion of the reaction. The mixture was filtrated and concentrated to dryness and purified with column chromatography on silica gel using CH2Cl2—CH2Cl2/MeOH (1-9:1). The product fractions were concentrated to give 2.3 g (5.1 mmol, 100% yield) of a off-white solid. MS (m/e): 446.3 (M+H+).

後処理

  1. stirringthe resulting solution was stirred for 12 hours until the TLC
  2. customcompletion of the reaction
  3. filtrationThe mixture was filtrated
  4. concentrationconcentrated to dryness
  5. custompurified with column chromatography on silica gel
  6. concentrationThe product fractions were concentrated

出典と根拠

ORDレコード
ord-376f96ff0f514fed88ddc6e5c17bd469
出典データセット
uspto-grants-2014_09
特許番号
US08829029B2

関連ノート

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