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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Dimethylformamide → 10-{[2'-(Cyanomethyl)-1,1'-biphenyl-4-yl]carbonyl}-N-(pyridin-3-ylmethyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxamide

HRID 2244222
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HRID 2244222 반응식
S(Cl)(Cl)=O.[C:5]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][C:17]([C:20]([OH:22])=O)=[CH:16][CH:15]=1)#[N:6].[N:23]1[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29][NH:30][C:31]([C:33]2[N:42]3[C:36]([CH2:37][NH:38][C:39]4[CH:46]=[CH:45][CH:44]=[CH:43][C:40]=4[CH2:41]3)=[CH:35][CH:34]=2)=[O:32])[CH:24]=1.CN(C)C=O>O1CCOCC1>[C:5]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:15]=[CH:16][C:17]([C:20]([N:38]2[C:39]3[CH:46]=[CH:45][CH:44]=[CH:43][C:40]=3[CH2:41][N:42]3[C:33]([C:31]([NH:30][CH2:29][C:25]4[CH:24]=[N:23][CH:28]=[CH:27][CH:26]=4)=[O:32])=[CH:34][CH:35]=[C:36]3[CH2:37]2)=[O:22])=[CH:18][CH:19]=1)#[N:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 22053658N-(3-Pyridinylmethyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxamideHCID 686894952'-(Cyanomethyl)-1,1'-biphenyl-4-carboxylic acid

생성물 1

HCID 1595170510-{[2'-(Cyanomethyl)-1,1'-biphenyl-4-yl]carbonyl}-N-(pyridin-3-ylmethyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxamide

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of 20 mL of thionyl chloride and 0.243 g (0.001 mol) of 2′-(cyanomethyl)-1,1′-biphenyl-4-carboxylic acid of Step A was heated under reflux for 1 hour. The excess thionyl chloride was removed in vacuo. To the residue was added 35 mL of dry 1,4-dioxane, 0.318 g (0.001 mol) of N-(pyridin-3-ylmethyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxamide and 0.122 g (0.001 mol) of N,N-dimethylformamide. The reaction was heated under reflux for three hours, cooled and evaporated to dryness. The residue was collected, washed with water and triturated with ether to give 0.62 g. of a tan solid, m.p. 105-108° C.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. customThe excess thionyl chloride was removed in vacuo
  4. temperatureThe reaction was heated
  5. temperatureunder reflux for three hours
  6. temperaturecooled
  7. customevaporated to dryness
  8. customThe residue was collected
  9. washwashed with water
  10. customtriturated with ether
  11. customto give 0.62 g

출처 및 근거

ORD 기록
ord-ea36873d3d2746f9b0f397cf0441c0dd
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07678787B2

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