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1-Hydroxybenzotriazole → HCID 58012226、化合物

HRID 660965
ノート
印刷プレビュー

反応式

HRID 660965 の反応式
[Cl:1][C:2]1[S:6][C:5]([C:7]2[N:8]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[F:24])[C:9](=[O:16])[N:10]([CH2:12][C:13](O)=[O:14])[CH:11]=2)=[CH:4][CH:3]=1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.[F:47][C:48]([F:60])([F:59])[C:49]1[CH:50]=[C:51]([C:55]([NH2:58])([CH3:57])[CH3:56])[CH:52]=[CH:53][CH:54]=1>CN(C=O)C.O>[Cl:1][C:2]1[S:6][C:5]([C:7]2[N:8]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[F:24])[C:9](=[O:16])[N:10]([CH2:12][C:13]([NH:58][C:55]([CH3:57])([C:51]3[CH:52]=[CH:53][CH:54]=[C:49]([C:48]([F:59])([F:60])[F:47])[CH:50]=3)[CH3:56])=[O:14])[CH:11]=2)=[CH:4][CH:3]=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 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 194252732-[3-(Trifluoromethyl)phenyl]propan-2-amineHCID 58011727HCID 58011727、化合物

生成物 1

HCID 58012226HCID 58012226、化合物

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

45 mg (0.123 mmol) of [4-(5-chloro-2-thienyl)-3-(2-fluorobenzyl)-2-oxo-2,3-dihydro-1H-imidazol-1-yl]-acetic acid from Example 238A, 20 mg (0.147 mmol) of HOBt and 31 mg (0.159 mmol) of EDC hydrochloride are placed in 1.5 ml of DMF and stirred for 10 mins. Next, 30 mg (0.147 mmol) of 1-methyl-1-[(3-trifluoromethyl)phenyl]ethylamine from Example 1A are added and the mixture is stirred overnight at RT. For the workup, the reaction mixture is stirred with 2 ml of water and extracted twice with 5 ml of ethyl acetate each time. The combined organic phases are dried over sodium sulphate, filtered and concentrated in vacuo. The crude product is purified by preparative HPLC [Method 10]. 50 mg (74% of theory) of the target compound are thus obtained.

後処理

  1. stirringthe mixture is stirred overnight at RT
  2. extractionextracted twice with 5 ml of ethyl acetate each time
  3. dry with materialThe combined organic phases are dried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude product is purified by preparative HPLC [Method 10]
  7. custom50 mg (74% of theory) of the target compound are thus obtained

出典と根拠

ORDレコード
ord-d8edeba3787940029f12c38262740b23
出典データセット
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08084481B2

反応ノート

読み込み中…

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