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Diisopropylethylamine → HCID 59486429, 화합물

HRID 1694314
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HRID 1694314 반응식
CCN(C(C)C)C(C)C.C1C=NC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.[CH3:32][O:33][C:34]1[CH:35]=[C:36]2[C:41](=[CH:42][CH:43]=1)[CH:40]=[C:39]([S:44]([N:47]1[CH2:52][CH2:51][N:50]3[CH:53]=[CH:54][CH:55]=[C:49]3[CH:48]1[CH2:56][C:57](O)=[O:58])(=[O:46])=[O:45])[CH:38]=[CH:37]2.[N:60]1([CH2:66][C:67]2[CH:68]=[C:69]3[C:74](=[CH:75][CH:76]=2)[C@H:73]([NH2:77])[CH2:72][CH2:71][CH2:70]3)[CH2:65][CH2:64][CH2:63][CH2:62][CH2:61]1>C(Cl)Cl>[CH3:32][O:33][C:34]1[CH:35]=[C:36]2[C:41](=[CH:42][CH:43]=1)[CH:40]=[C:39]([S:44]([N:47]1[CH2:52][CH2:51][N:50]3[CH:53]=[CH:54][CH:55]=[C:49]3[CH:48]1[CH2:56][C:57]([NH:77][C@H:73]1[C:74]3[C:69](=[CH:68][C:67]([CH2:66][N:60]4[CH2:61][CH2:62][CH2:63][CH2:64][CH2:65]4)=[CH:76][CH:75]=3)[CH2:70][CH2:71][CH2:72]1)=[O:58])(=[O:45])=[O:46])[CH:38]=[CH:37]2
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참가 물질

7

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HCID 81531DiisopropylethylamineHCID 181649HOAtHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 56594240(1R)-6-[(Piperidin-1-yl)methyl]-1,2,3,4-tetrahydronaphthalen-1-amineHCID 594864212-(2-(6-Methoxynaphthalen-2-ylsulfonyl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-1-yl)acetic acid

생성물 1

HCID 59486429
HCID 59486429, 화합물
수율 55%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

DIPEA (2.5 eq.), HOAt (1.0 eq.) and EDCl (1.5 eq.) were added to a solution of 2-(2-(6-methoxynaphthalen-2-ylsulfonyl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-1-yl)-acetic acid S2 (0.195 mmol, 1.0 eq.) in DCM (3 ml) at 0° C. and the mixture was stirred for 15 min at RT. Then (R)-6-(piperidin-1-ylmethyl)-1,2,3,4-tetrahydro-naphthalen-1-amine A6 (0.234 mmol, 1.2 eq.) in DCM (2 ml) was added at 0° C. and the mixture was stirred overnight at RT. The reaction mixture was diluted with DCM and extracted with aqueous NaHCO3 solution, aqueous NH4Cl solution, water and saturated NaCl solution. The organic phase was dried (Na2SO4), concentrated to small volume and purified by column chromatography (alox). Yield: 55%; m/z=627.4 [MH]+

후처리

  1. extractionextracted with aqueous NaHCO3 solution, aqueous NH4Cl solution, water and saturated NaCl solution
  2. dry with materialThe organic phase was dried (Na2SO4)
  3. concentrationconcentrated to small volume
  4. custompurified by column chromatography (alox)

출처 및 근거

ORD 기록
ord-4ddd0ebc53af424aae12e33090d26fac
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08158628B2

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