Isopropylamine → HCID 178492664, 화합물

HRID 245635노트

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HRID 245635 반응식
[Br:1][C:2]1[C:6]2=[CH:7][C:8]([Cl:30])=[C:9]3[C:14]([C:13](=[O:15])[O:12][C:11]([C:16]4[N:17]([C:23]5[C:28]([Cl:29])=[CH:27][CH:26]=[CH:25][N:24]=5)[N:18]=[C:19]([O:21][CH3:22])[CH:20]=4)=[N:10]3)=[C:5]2[NH:4][N:3]=1.C(#N)C.O.[CH:35]([NH2:38])([CH3:37])[CH3:36]>[Cl-].[Na+].O>[CH:35]([NH:38][C:13]([C:14]1[C:9]([NH:10][C:11]([C:16]2[N:17]([C:23]3[C:28]([Cl:29])=[CH:27][CH:26]=[CH:25][N:24]=3)[N:18]=[C:19]([O:21][CH3:22])[CH:20]=2)=[O:12])=[C:8]([Cl:30])[CH:7]=[C:6]2[C:5]=1[NH:4][N:3]=[C:2]2[Br:1])=[O:15])([CH3:37])[CH3:36]

참가 물질

5

반응물 3

HCID 6363IsopropylamineHCID 18373917Acetonitrile--water (1/1)HCID 178487785HCID 178487785, 화합물

생성물 1

HCID 178492664HCID 178492664, 화합물수율 42%

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

실험 절차

To a suspension of 120 mg (0.24 mmol) of the above 3-bromo-5-chloro-7-[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazol-3-yl]-1H-8-oxa-1,2,6-triaza-cyclopenta[a]naphthalen-9-one in 2.4 mL of a mixture acetonitrile:H2O 4:2 (v/v) is added 60 μL (0.71 mmol) of isopropylamine. The reaction mixture is stirred for 6 hours at ambient temperature. Brine is then added to the mixture and the product is extracted with ethyl acetate (3 times). The regrouped organic phases are dried on Na2SO4, filtrated and evaporated. The purification of the residue by flash chromatography (SiO2, heptane/ethyl acetate 1:2) affords 56 mg (42%) of a white solid; LC/MS:568/570 (M+H)+, m.p.: 217-218° C.

후처리

  1. extractionthe product is extracted with ethyl acetate (3 times)
  2. customThe regrouped organic phases are dried on Na2SO4
  3. filtrationfiltrated
  4. customevaporated
  5. customThe purification of the residue by flash chromatography (SiO2, heptane/ethyl acetate 1:2)

출처 및 근거

ORD 기록
ord-c7ee2d0680cc4ebda3aaec56715afc5c
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658801B2

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