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Triethylamine → HCID 57732180、化合物

HRID 1808159
ノート
印刷プレビュー

反応式

HRID 1808159 の反応式
COC1C=C(OC)C=CC=1C[N:6]([C:19]1[S:20][CH:21]=[CH:22][N:23]=1)[S:7]([C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13]([OH:15])=O)(=[O:9])=[O:8].CCN(CC)CC.Cl.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1.[F:60][C:61]([F:71])([F:70])[C:62]1[CH:69]=[CH:68][C:65]([CH2:66][NH2:67])=[CH:64][CH:63]=1>C1COCC1>[S:20]1[CH:21]=[CH:22][N:23]=[C:19]1[NH:6][S:7]([C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13]([NH:67][CH2:66][C:65]1[CH:64]=[CH:63][C:62]([C:61]([F:60])([F:70])[F:71])=[CH:69][CH:68]=1)=[O:15])(=[O:8])=[O:9]
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 5

HCID 8471TriethylamineHCID 768044-(Trifluoromethyl)benzylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 57732188HCID 57732188、化合物

生成物 1

HCID 57732180HCID 57732180、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 3-{[(2,4-Dimethoxybenzyl)(1,3-thiazol-2-yl)amino]sulfonyl}benzoic acid (Preparation 23, 90 mg, 0.207 mmol, 1 eq) THF (2 ml) was added Et3N (0.04 ml, 0.311 mmol, 1.5 eq), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI.HCl, 52 mg, 0.27 mmol, 1.3 eq) and 1-hydroxybenzotriazole hydrate (HOBt, 28 mg, 0.207 mmol, 1 eq) at 0° C. and the reaction mixture stirred for 10 minutes before the addition of 4-(trifluoromethyl)benzylamine (0.032 ml, 0.228 mmol, 1.1 eq). The reaction mixture was stirred at room temperature for 18 hours. The mixture was extracted from water into DCM, dried over magnesium sulphate, filtered and evaporated in vacuo. The residue was dissolved in 4M HCl in dioxane (2 ml) and the reaction mixture stirred at room temperature for 18 hours. The resulting precipitate was collected by filtration and washed with dioxane. The material was purified further by preparative HPLC to yield the title compound.

後処理

  1. extractionThe mixture was extracted from water into DCM
  2. dry with materialdried over magnesium sulphate
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. dissolutionThe residue was dissolved in 4M HCl in dioxane (2 ml)
  6. stirringthe reaction mixture stirred at room temperature for 18 hours
  7. filtrationThe resulting precipitate was collected by filtration
  8. washwashed with dioxane
  9. customThe material was purified further by preparative HPLC

出典と根拠

ORDレコード
ord-af2eb076c3aa4f1e91be887381199d33
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08357711B2

反応ノート

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