Methyl Acrylate → HCID 54341699、化合物

HRID 361456ノート

反応式

HRID 361456 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%; C26H28N4O7S 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-bd3230f2db104085afd998f64d28a32a
出典データセット
uspto-grants-1999_02
特許番号
US05866568

反応ノート

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