Acetic Acid → HCID 22730010、化合物

HRID 2356120ノート

反応式

HRID 2356120 の反応式
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([O:17][CH3:18])=[O:16])=[CH:11][CH:10]=2)=[C:5]([O:19][CH3:20])[CH:4]=1)=O.[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1.C([BH3-])#N.[Na+].C(O)(=O)C>C1COCC1.CO.C(OCC)(=O)C>[CH3:20][O:19][C:5]1[CH:4]=[C:3]([CH2:1][N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[CH:8]=[CH:7][C:6]=1[C:9]1[CH:14]=[CH:13][C:12]([C:15]([O:17][CH3:18])=[O:16])=[CH:11][CH:10]=1

参加物

8

反応物 4

HCID 176Acetic AcidHCID 8083MorpholineHCID 5003444Sodium cyanoborohydrideHCID 11558086Methyl 4'-formyl-2'-methoxy[1,1'-biphenyl]-4-carboxylate

生成物 1

HCID 22730010HCID 22730010、化合物

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of Example 122I (135 mg, 0.50 mmol), morpholine (100 mg), 1M sodium cyanoborohydride in THF (1 mL) in methanol (2 mL) and acetic acid (0.3 mL) was stirred for 18 hours, diluted with ethyl acetate (100 mL), washed sequentially with 2M sodium carbonate (10 mL), water (20 mL), and brine (10 mL), dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 30-100% ethyl acetate/hexanes to provide the desired product. MS (DCI(+)) m/e 342 (M+H)+.

後処理

  1. washwashed sequentially with 2M sodium carbonate (10 mL), water (20 mL), and brine (10 mL)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe concentrate was purified by flash column chromatography on silica gel with 30-100% ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-b0aa2f2792dd47e38f83b47d92aae46b
出典データセット
uspto-grants-2010_07
特許番号
US07754886B2

反応ノート

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