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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Water → 1-((3R)-6,8-Difluoro-3,4-dihydro-2H-1-benzopyran-3-yl)-1,3-dihydro-5-(2-((phenylmethyl)amino)ethyl)-2H-imidazole-2-thione

HRID 526726
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HRID 526726 반응식
[CH2:1]([N:8]([CH2:21][CH2:22][C:23]1[N:24]([C@@H:29]2[CH2:38][C:37]3[C:32](=[C:33]([F:40])[CH:34]=[C:35]([F:39])[CH:36]=3)[O:31][CH2:30]2)[C:25](=[S:28])[NH:26][CH:27]=1)S(C1C=CC=CC=1[N+]([O-])=O)(=O)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.SCC(O)=O.[OH-].[K+].O>CN(C)C=O.CO.O>[CH2:1]([NH:8][CH2:21][CH2:22][C:23]1[N:24]([C@@H:29]2[CH2:38][C:37]3[C:32](=[C:33]([F:40])[CH:34]=[C:35]([F:39])[CH:36]=3)[O:31][CH2:30]2)[C:25](=[S:28])[NH:26][CH:27]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

7

반응물 4

HCID 962WaterHCID 1133Thioglycolic AcidHCID 14797Potassium HydroxideHCID 71152068(R)-N-benzyl-N-(2-(3-(6,8-difluorochroman-3-yl)-2-thioxo-2,3-dihydro-1H-imidazol-4-yl)ethyl)-2-nitrobenzenesulfonamide

생성물 1

HCID 250526301-((3R)-6,8-Difluoro-3,4-dihydro-2H-1-benzopyran-3-yl)-1,3-dihydro-5-(2-((phenylmethyl)amino)ethyl)-2H-imidazole-2-thione수율 91%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 22242641Methanol--water (1/1)용매

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온도
22.5 °C

실험 절차

To a solution of (R)—N-benzyl-N-(2-(3-(6,8-difluorochroman-3-yl)-2-thioxo-2,3-dihydro-1H-imidazol-4-yl)ethyl)-2-nitrobenzenesulfonamide (compound K′, 8 g, 13.64 mmol) and 2-mercaptoacetic acid (2.84 ml, 40.9 mmol) in dimethylformamide (DMF) (80 ml) was added 10N potassium hydroxide (10.23 ml, 102 mmol) in one portion with water cooling and the mixture was stirred at 20-25° C. under HPLC control for 3 hours. Methanol-water 1:1 (160 ml) was slowly added with stirring, the mixture was stirred for 2 hours at 20-25° C. Precipitate was collected, washed with MeOH-water 1:1 (80 ml), dried to give (R)-5-(2-(benzylamino)ethyl)-1-(6,8-difluorochroman-3-yl)-1H-imidazole-2(3H)-thione (4.96 g, 12.35 mmol, 91% yield).

후처리

  1. stirringwith stirring
  2. stirringthe mixture was stirred for 2 hours at 20-25° C
  3. customPrecipitate was collected
  4. washwashed with MeOH-water 1:1 (80 ml)
  5. customdried

출처 및 근거

ORD 기록
ord-6d5404eec536408196cb9e5a97d7dc55
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09346751B2

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