홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Hydrochloric Acid → 1-{[1-(1-Ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzimidazole-5-carbonyl]-amino}-cycloheptanecarboxylic acid methyl ester

HRID 1750163
노트
인쇄 미리보기

반응식

HRID 1750163 반응식
[CH2:1]([CH:3]([N:6]1[C:10]2[CH:11]=[CH:12][C:13]([C:15](O)=[O:16])=[CH:14][C:9]=2[N:8]=[C:7]1[CH2:18][C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)[CH2:4][CH3:5])[CH3:2].C1C=NC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.Cl.[NH2:44][C:45]1([C:52]([O:54][CH3:55])=[O:53])[CH2:51][CH2:50][CH2:49][CH2:48][CH2:47][CH2:46]1.Cl>CN(C=O)C.O.C(Cl)CCl>[CH3:55][O:54][C:52]([C:45]1([NH:44][C:15]([C:13]2[CH:12]=[CH:11][C:10]3[N:6]([CH:3]([CH2:1][CH3:2])[CH2:4][CH3:5])[C:7]([CH2:18][C:19]4[S:20][CH:21]=[CH:22][CH:23]=4)=[N:8][C:9]=3[CH:14]=2)=[O:16])[CH2:51][CH2:50][CH2:49][CH2:48][CH2:47][CH2:46]1)=[O:53]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 81531Diisopropylethylamine2회HCID 181649HOAtHCID 42614177Methyl 1-aminocycloheptane-1-carboxylate hydrochlorideHCID 867143731-(1-ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid

생성물 1

HCID 86714372
1-{[1-(1-Ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzimidazole-5-carbonyl]-amino}-cycloheptanecarboxylic acid methyl ester
수율 86.2%

시약·촉매·용매 3

HCID 111,2-Dichloroethane용매HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 160 mg of 1-(1-ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid (The preparation of intermediates is described below) in 3 ml of dry DMF 73 mg of HOAT, 131 mg of EDC and 0.16 ml of DIPEA were added at 0° C. After 15 min 100 mg of methyl 1-amino-cycloheptanecarboxylate-hydrochloride and 0.16 ml of DIPEA were added and the reaction was stirred at it for 16 h. The reaction was then poured into water and the pH was adjusted to 3 by the addition of 2 M aqueous hydrochloric acid. The reaction was extracted with ethyl acetate three times. The combined organic phases were washed with saturated aqueous sodium bicarbonate solution and brine, dried over magnesium sulphate and concentrated. The crude product was purified by HPLC to yield 200 mg (85%) of 1-{[1-(1-Ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzimidazole-5-carbonyl]-amino}-cycloheptanecarboxylic acid methyl ester.

후처리

  1. additionwere added at 0° C
  2. extractionThe reaction was extracted with ethyl acetate three times
  3. washThe combined organic phases were washed with saturated aqueous sodium bicarbonate solution and brine
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated
  6. customThe crude product was purified by HPLC

출처 및 근거

ORD 기록
ord-58c2a66162b94c7d830468af5a8c3aae
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09156796B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트