Methyl Acrylate → HCID 54341699、化合物

HRID 1384241ノート

反応式

HRID 1384241 の反応式
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([S:14]([N:17]([C:27]([O:29][CH2:30][CH:31]([CH3:33])[CH3:32])=[O:28])[C:18]3[C:23]([O:24][CH3:25])=[N:22][C:21]([CH3:26])=[CH:20][N:19]=3)(=[O:16])=[O:15])=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1.[C:34]([O:38][CH3:39])(=[O:37])[CH:35]=[CH2:36].C(N(CC)CC)C>CN(C)C=O.O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH2:30]([O:29][C:27]([N:17]([C:18]1[C:23]([O:24][CH3:25])=[N:22][C:21]([CH3:26])=[CH:20][N:19]=1)[S:14]([C:13]1[C:8]([C:5]2[CH:6]=[CH:7][C:2]([CH:36]=[CH:35][C:34]([O:38][CH3:39])=[O:37])=[CH:3][CH:4]=2)=[N:9][CH:10]=[CH:11][CH:12]=1)(=[O:16])=[O:15])=[O:28])[CH:31]([CH3:33])[CH3:32]

参加物

7

反応物 3

HCID 7294Methyl AcrylateHCID 8471TriethylamineHCID 211862652-(4-iodophenyl)-N-isobutoxycarbonyl-N-(3-methoxy-5-methylpyrazin-2-yl)pyridine-3-sulphonamide

生成物 1

HCID 54341699HCID 54341699、化合物

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A solution of 2-(4-iodophenyl)-N-isobutoxycarbonyl-N-(3-methoxy-5-methylpyrazin-2-yl)pyridine-3-sulphonamide (1.5 g), methyl acrylate (0.25 ml), palladium acetate (58 mg) and triethylamine (1.79 ml) in dimethyl formamide (45 ml) and water (5 ml) was heated at 100° C. for 1 hour. Volatile material was removed by evaporation and water (50 ml) was added to the residue. The mixture was acidfied to pH 3 with 1M hydrochloric acid and extracted with ethyl acetate (2×50 ml). The extracts were washed with water (50 ml) and saturated sodium chloride solution (50 ml), treated with charcoal and dried (MgSO4). The solvent was removed by evaporation and the residue was triturated with ether/hexane (1:1 v/v) to give N-isobutoxycarbonyl-2-[4-(2-[methoxycarbonyl]vinyl)phenyl]-N-(3-methoxy-5-methylpyrazin-2-yl)pyridine-3-sulphonamide (0.99 g), m.p. 149-151° C.; microanalysis found: C, 57.7; H, 5.2; N, 10.6%; C26H28N407S requires: C, 57.8; H, 5.2; N, 10.4%.

後処理

  1. customVolatile material was removed by evaporation and water (50 ml)
  2. additionwas added to the residue
  3. extractionextracted with ethyl acetate (2×50 ml)
  4. washThe extracts were washed with water (50 ml) and saturated sodium chloride solution (50 ml)
  5. additiontreated with charcoal
  6. dry with materialdried (MgSO4)
  7. customThe solvent was removed by evaporation
  8. customthe residue was triturated with ether/hexane (1:1 v/v)

出典と根拠

ORDレコード
ord-effea46657c643ddbe2386b020c2d9ea
出典データセット
uspto-grants-2001_07
特許番号
US06258817B1

反応ノート

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