Diisopropylethylamine → HCID 46909276、化合物

HRID 1694313ノート

反応式

HRID 1694313 の反応式
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)[CH2:73][CH:72]([NH2:77])[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][CH:72]1[CH2:71][CH2:70][C:69]3[C:74](=[CH:75][CH:76]=[C:67]([CH2:66][N:60]4[CH2:65][CH2:64][CH2:63][CH2:62][CH2:61]4)[CH:68]=3)[CH2:73]1)=[O:58])(=[O:45])=[O:46])[CH:38]=[CH:37]2

参加物

7

反応物 5

HCID 81531DiisopropylethylamineHCID 181649HOAtHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 59486397HCID 59486397、化合物HCID 594864212-(2-(6-Methoxynaphthalen-2-ylsulfonyl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-1-yl)acetic acid

生成物 1

HCID 46909276HCID 46909276、化合物収率 58%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

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 (0.2325 mmol, 1.0 eq.) in DCM (3 ml) at 0° C. and the mixture was stirred for 15 min at RT. Then 6-(piperidin-1-ylmethyl)-1,2,3,4-tetrahydronaphthalen-2-amine A5 (0.2325 mmol, 1.0 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 sodium chloride solution. The organic phase was dried (Na2SO4), concentrated to small volume and purified by column chromatography (alox). Yield: 58%; m/z=627.4 [MH]+

後処理

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

出典と根拠

ORDレコード
ord-24401637caa449fa97e078cbec5ae423
出典データセット
uspto-grants-2012_04
特許番号
US08158628B2

反応ノート

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