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Triethylamine → HCID 57732180, 화합물

HRID 401739
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HRID 401739 반응식
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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

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

생성물 1

HCID 57732180HCID 57732180, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dee994d57ecf4fdc9363714e7f0fb762
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08741934B2

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