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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 21088430、化合物

HRID 350758
ノート
印刷プレビュー

反応式

HRID 350758 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([N:18]3[CH:22]=[CH:21][N:20]=[C:19]3[S:23]([CH3:26])(=[O:25])=[O:24])[O:11][C:12]=2[CH2:13][CH2:14][C:15]([OH:17])=O)=[CH:4][CH:3]=1.ON1C2N=CC=CC=2N=N1.C(N=C=NCCCN(C)C)C.[CH3:48][N:49]1[CH2:54][CH2:53][CH:52]([CH2:55][N:56]2[CH2:61][CH2:60][NH:59][CH2:58][CH2:57]2)[CH2:51][CH2:50]1>O.CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([N:18]3[CH:22]=[CH:21][N:20]=[C:19]3[S:23]([CH3:26])(=[O:25])=[O:24])[O:11][C:12]=2[CH2:13][CH2:14][C:15]([N:59]2[CH2:58][CH2:57][N:56]([CH2:55][CH:52]3[CH2:53][CH2:54][N:49]([CH3:48])[CH2:50][CH2:51]3)[CH2:61][CH2:60]2)=[O:17])=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 181649HOAtHCID 27369421-((1-Methyl-4-piperidinyl)methyl)piperazineHCID 230617453-{4-(4-chlorophenyl)-2-[2-(methylsulfonyl)-1H-imidazol-1-yl]-5-oxazolyl}propionic acid

生成物 1

HCID 21088430HCID 21088430、化合物収率 89.5%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 3-{4-(4-chlorophenyl)-2-[2-(methylsulfonyl)-1H-imidazol-1-yl]-5-oxazolyl}propionic acid (50 mg), 1-hydroxy-7-aza-1H-1,2,3-benzotriazole (41 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (46 mg), 4-[(1-methyl-4-piperidinyl)methyl]piperazine (60 mg) and N,N-dimethylformamide (0.5 ml) was stirred overnight at room temperature. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was concentrated, introduced into preparative HPLC and purified. Ethyl acetate was added to the obtained oil and the mixture was washed with saturated aqueous sodium hydrogen carbonate. A 4N hydrochloric acid ethyl acetate solution was added to the ethyl acetate layer and the mixture was concentrated to give 1-(3-{4-(4-chlorophenyl)-2-[2-(methylsulfonyl)-1H-imidazol-1-yl]-5-oxazolyl}propanoyl)-4-[(1-methyl-4-piperidinyl)methyl]piperazine 3 hydrochloric acid (65.0 mg, yield 66%).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. concentrationThe ethyl acetate layer was concentrated
  3. additionintroduced into preparative HPLC
  4. custompurified
  5. additionEthyl acetate was added to the obtained oil
  6. washthe mixture was washed with saturated aqueous sodium hydrogen carbonate
  7. additionA 4N hydrochloric acid ethyl acetate solution was added to the ethyl acetate layer
  8. concentrationthe mixture was concentrated

出典と根拠

ORDレコード
ord-c5eb8f3e481d4a0695484be62ad9ff06
出典データセット
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07183276B2

反応ノート

読み込み中…

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