Hydrochloric Acid → 4-[1-ethyl-3-(4-nitrophenyl)-1H-pyrazol-4-yl]-2-[1-(4-morpholinylcarbonyl)-1,2,3,6-tetrahydro-4-pyridinyl]-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

HRID 28962노트

반응식

HRID 28962 반응식
[CH2:1]([N:3]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]3[N:14]([S:30]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)(=[O:32])=[O:31])[C:15]([C:17]4[CH2:18][CH2:19][N:20]([C:23](OC(C)(C)C)=[O:24])[CH2:21][CH:22]=4)=[CH:16][C:9]=23)[C:5]([C:39]2[CH:44]=[CH:43][C:42]([N+:45]([O-:47])=[O:46])=[CH:41][CH:40]=2)=[N:4]1)[CH3:2].Cl.[N:49]1(C(Cl)=O)[CH2:54][CH2:53][O:52][CH2:51][CH2:50]1>O1CCOCC1>[CH2:1]([N:3]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]3[N:14]([S:30]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)(=[O:32])=[O:31])[C:15]([C:17]4[CH2:18][CH2:19][N:20]([C:23]([N:49]5[CH2:54][CH2:53][O:52][CH2:51][CH2:50]5)=[O:24])[CH2:21][CH:22]=4)=[CH:16][C:9]=23)[C:5]([C:39]2[CH:40]=[CH:41][C:42]([N+:45]([O-:47])=[O:46])=[CH:43][CH:44]=2)=[N:4]1)[CH3:2]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 848104-Morpholinecarbonyl chlorideHCID 689984001,1-dimethylethyl 4-[4-[1-ethyl-3-(4-nitrophenyl)-1H-pyrazol-4-yl]-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]-3,6-dihydro-1(2H)-pyridinecarboxylate

생성물 1

HCID 689970844-[1-ethyl-3-(4-nitrophenyl)-1H-pyrazol-4-yl]-2-[1-(4-morpholinylcarbonyl)-1,2,3,6-tetrahydro-4-pyridinyl]-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine수율 55%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A solution of 1,1-dimethylethyl 4-[4-[1-ethyl-3-(4-nitrophenyl)-1H-pyrazol-4-yl]-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]-3,6-dihydro-1(2H)-pyridinecarboxylate (0.38 mmol) methylene chloride (1 mL) was treated with 4N hydrochloric acid in dioxane (1 mL) and stirred for 1 h at room temperature. The reaction was concentrated in vacuo and evaporated one time from methylene chloride. The resultant residue was suspended in pyridine (5 mL) and treated with 4-morpholine carbonyl chloride (3.00 mmol) and stirred 48 h. The reaction was concentrated and purification of the residue by Gilson reverse phase HPLC provided the title compound (55%). ESMS [M+H]+: 668.4

후처리

  1. concentrationThe reaction was concentrated in vacuo
  2. customevaporated one time from methylene chloride
  3. stirringstirred 48 h
  4. concentrationThe reaction was concentrated
  5. custompurification of the residue by Gilson reverse phase HPLC

출처 및 근거

ORD 기록
ord-6d372f7211554bd69b8a0b24553c5b13
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07419988B2

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