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Dichloromethane → HCID 59540941, 화합물

HRID 1677418
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HRID 1677418 반응식
[CH3:1][C:2]([CH3:35])([CH3:34])[C:3]([C:5]1[C:13]2[C:8](=[N:9][CH:10]=[C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([N:20]4[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]4)[CH:15]=3)[N:12]=2)[N:7]([CH2:26][O:27][CH2:28][CH2:29][Si:30]([CH3:33])([CH3:32])[CH3:31])[CH:6]=1)=[O:4].C(N(C(C)C)CC)(C)C.Br[CH2:46][CH2:47][OH:48].[CH2:49]([Cl:51])[Cl:50]>CN(C)C=O.CO>[NH4+:7].[OH-:4].[Cl:50][CH2:49][Cl:51].[OH:48][CH2:47][CH2:46][N:23]1[CH2:24][CH2:25][N:20]([C:16]2[CH:15]=[C:14]([C:11]3[N:12]=[C:13]4[C:5]([C:3](=[O:4])[C:2]([CH3:35])([CH3:34])[CH3:1])=[CH:6][N:7]([CH2:26][O:27][CH2:28][CH2:29][Si:30]([CH3:31])([CH3:33])[CH3:32])[C:8]4=[N:9][CH:10]=3)[CH:19]=[CH:18][CH:17]=2)[CH2:21][CH2:22]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 6344DichloromethaneHCID 108982-BromoethanolHCID 81531DiisopropylethylamineHCID 59540668HCID 59540668, 화합물

생성물 2

HCID 21919329HCID 21919329, 화합물HCID 59540941HCID 59540941, 화합물수율 59%

시약·촉매·용매 2

HCID 887Methanol용매
HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2,2-Dimethyl-1-[2-(3-piperazin-1-yl-phenyl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one (0.10 g, 0.203 mmol) in 2 mL dimethyl formamide under argon was added 0.088 mL of diisopropylethylamine (0.066 g, 0.508 mmol) and 0.036 mL of 2-bromoethanol (0.0635 g, 0.508 mmol). The reaction was stirred overnight at room temperature before quenching with water and extracting with dichloromethane. The combined organics were washed with water, dried over MgSO4, filtered and concentrated in vacuo. Silica gel chromatography (0→40% 60:10:1 CH2Cl2:MeOH:NH4OH/dichloromethane over 30 minutes) afforded 0.0648 g (59% yield) of 1-[2-{3-[4-(2-Hydroxy-ethyl)-piperazin-1-yl]-phenyl}-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one as a yellow oil. MS (E/I): 538 (M+H)

후처리

  1. custombefore quenching with water
  2. extractionextracting with dichloromethane
  3. washThe combined organics were washed with water
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-52fcba92e366470587b03152f0a79ea0
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08008298B2

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