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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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1-Hydroxybenzotriazole → N-(6-Cyano-1H-benzimidazol-2-yl)-2-(3-fluorophenyl)cyclopropanecarboxamide

HRID 1403072
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HRID 1403072 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:10][CH:9]2[C:11]([OH:13])=O)[CH:5]=[CH:6][CH:7]=1.Cl.C(N=C=NCCCN(C)C)C.ON1C2C=CC=CC=2N=N1.Cl.[NH2:37][C:38]1[NH:39][C:40]2[CH:46]=[C:45]([C:47]#[N:48])[CH:44]=[CH:43][C:41]=2[N:42]=1>CN(C=O)C>[C:47]([C:45]1[CH:44]=[CH:43][C:41]2[N:42]=[C:38]([NH:37][C:11]([CH:9]3[CH2:10][CH:8]3[C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)=[O:13])[NH:39][C:40]=2[CH:46]=1)#[N:48]
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참가 물질

6

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 218646592-(3-Fluorophenyl)cyclopropanecarboxylic acidHCID 867295832-Amino-3H-benzoimidazole-5-carbonitril hydrochloride

생성물 1

HCID 71513846N-(6-Cyano-1H-benzimidazol-2-yl)-2-(3-fluorophenyl)cyclopropanecarboxamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2-(3-Fluoro-phenyl)-cyclopropanecarboxylic acid 2 (90 mg, 0.50 mmol) was dissolved in 10 ml DMF. 115 mg (0.6 mmol) 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC) and 81 mg (0.6 mmol) 1-Hydroxybenzotriazole (HOBT) were added. The mixture was stirred for 30 min at room temperature (RT). Then 97 mg (0.5 mmol) 2-Amino-3H-benzoimidazole-5-carbonitril hydrochloride 1 were added to the mixture, which was stirred for 16 h at RT. After removing the solvent in vacuo, 20 ml water were added, whereupon the mixture was extracted 3 times with 50 ml acetic acid ethylester. The organic phases were combined, dried with sodium sulfate, and evaporated to dryness. The residue was separated via preparative HPLC. The resulting clean fractions were concentrated and lyophilized. 91 mg (57%) of a colorless, amorphous solid 3 were obtained.

후처리

  1. stirringwas stirred for 16 h at RT
  2. customAfter removing the solvent in vacuo, 20 ml water
  3. additionwere added, whereupon the mixture
  4. extractionwas extracted 3 times with 50 ml acetic acid ethylester
  5. dry with materialdried with sodium sulfate
  6. customevaporated to dryness
  7. customThe residue was separated via preparative HPLC
  8. concentrationThe resulting clean fractions were concentrated

출처 및 근거

ORD 기록
ord-ddf8606d781d421da62a240339fd63e4
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08912202B2

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