Sodium Iodide → HCID 66680134、化合物

HRID 1626761

反応式

HRID 1626761 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][C:12](=[O:15])[CH2:13]Cl)=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[CH:16]([N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1)([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(N(CC)C(C)C)(C)C.[I-].[Na+]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][C:12](=[O:15])[CH2:13][N:32]2[CH2:33][CH2:34][N:29]([CH:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:30][CH2:31]2)=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 70048BenzhydrylpiperazineHCID 81531DiisopropylethylamineHCID 41798255-Chloro-2-((2-chloroacetyl)amino)benzoic acid

生成物 1

HCID 66680134HCID 66680134、化合物収率 11%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1.0 g (4.0 mmol) of 5-chloro-2-[(chloroacetyl)amino]benzoic acid obtained in Example 72-(i), 1.0 g (4.0 mmol) of 1-benzhydrylpiperazine, 1.1 g (8.8 mmol) of N,N-diisopropylethylamine, and 60 mg (0.4 mmol) of sodium iodide were stirred in 5 mL of DMF solution at 80° C. for 3 hours. Thereafter, the solvent was distilled off under reduced pressure, H2O was added to the residue, and solids were collected by filtration and dried. The obtained crude product was separated and purified by silica gel column chromatography, and the resultant was then recrystallized using ethyl acetate/n-hexane, thereby giving 198 mg of the target 5-chloro-2-({[4-(diphenylmethyl)piperazine-1-yl]acetyl}amino)benzoic acid (yield: 11%).

後処理

  1. distillationThereafter, the solvent was distilled off under reduced pressure, H2O
  2. additionwas added to the residue, and solids
  3. filtrationwere collected by filtration
  4. customdried
  5. customThe obtained crude product
  6. customwas separated
  7. custompurified by silica gel column chromatography
  8. customthe resultant was then recrystallized

出典と根拠

ORDレコード
ord-f5a441c3ef914f4c8480e170a23a89c2
出典データセット
uspto-grants-2014_07
特許番号
US08785473B2

関連ノート

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