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

Potassium Carbonate → N-(2-chloro-4-(methylcarbamoyl)phenyl)-9-cyano-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

HRID 627997
노트
인쇄 미리보기

반응식

HRID 627997 반응식
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:15][CH2:14][CH2:13][C:12]3[CH:11]=[C:10]([C:16]([OH:18])=O)[S:9][C:8]=3[C:7]=2[CH:19]=1)#[N:2].S(Cl)(Cl)=O.C(=O)([O-])[O-].[K+].[K+].[Cl:30][C:31]1[CH:32]=[C:33]([CH:38]=[CH:39][C:40]=1[NH:41][CH3:42])[C:34]([NH:36][CH3:37])=[O:35]>C1(C)C=CC=CC=1.C(#N)C.O>[Cl:30][C:31]1[CH:32]=[C:33]([C:34](=[O:35])[NH:36][CH3:37])[CH:38]=[CH:39][C:40]=1[N:41]([CH3:42])[C:16]([C:10]1[S:9][C:8]2[C:7]3[CH:19]=[C:3]([C:1]#[N:2])[CH:4]=[CH:5][C:6]=3[O:15][CH2:14][CH2:13][C:12]=2[CH:11]=1)=[O:18]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 11430Potassium CarbonateHCID 24386Thionyl ChlorideHCID 568341569-Cyano-4,5-dihydro-6-oxa-1-thia-benzo[e]azulene-2-carboxylic acidHCID 579002073-chloro-N-methyl-4-methylamino-benzamide

생성물 1

HCID 57900333N-(2-chloro-4-(methylcarbamoyl)phenyl)-9-cyano-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide

시약·촉매·용매 3

HCID 962Water용매
HCID 1140Toluene용매
HCID 6342Acetonitrile용매

반응 조건

온도
80 °C

실험 절차

To a solution of 9-cyano-4,5-dihydro-6-oxa-1-thia-benzo[e]azulene-2-carboxylic acid (300 mg) in toluene (10 mL) was added thionyl chloride (2 mL) and the reaction heated at 80° C. for 2 h. After cooling to room temperature, the solvent was reduced in vacuo and the residue redissolved in acetonitrile (10 mL). Potassium carbonate (306 mg) and 3-chloro-N-methyl-4-methylamino-benzamide from Example 21 (263 mg) were added and the reaction stirred at room temperature for 16 h. Water (20 mL) was added and the product extracted into ethyl acetate (2×20 mL). The organics were dried (MgSO4), reduced in vacuo and purified on silica to give 298. NMR: (CDCl3): 2.95-2.98 (5H, m), 3.31 (3H, s, Me), 4.19-4.21 (2H, m), 6.10 (1H, s, NH), 0.76 (1H, s, Ar), 6.96 (1H, d, J 8.4, Ar), 7.31-7.36 (2H, m, Ar), 7.64-7.67 (2H, m, Ar) and 7.87 (1H, d, J 1.8, Ar). MS: (ESI+) MH+ 451.25

후처리

  1. temperatureAfter cooling to room temperature
  2. extractionthe product extracted into ethyl acetate (2×20 mL)
  3. dry with materialThe organics were dried (MgSO4)
  4. custompurified on silica

출처 및 근거

ORD 기록
ord-cd8b6cf60b744629bd4dfe4ee0014d6c
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09309265B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트