1,2-Dichloroethane → 3-(naphthalen-2-yl-sulfonylamino)-3-phenyl-N-(6-piperidin-1-ylmethyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-propionamide

HRID 32083노트

반응식

HRID 32083 반응식
OC(C(F)(F)F)=O.OC(C(F)(F)F)=O.[N:15]1([CH2:21][C:22]2[CH:23]=[C:24]3[C:29](=[CH:30][CH:31]=2)[CH2:28][CH:27]([NH2:32])[CH2:26][CH2:25]3)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.[CH:33]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH:36]=[CH:35][C:34]=1[S:43]([NH:46][CH:47]([C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1)[CH2:48][C:49](O)=[O:50])(=[O:45])=[O:44].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>C(Cl)Cl>[CH:33]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH:36]=[CH:35][C:34]=1[S:43]([NH:46][CH:47]([C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1)[CH2:48][C:49]([NH:32][CH:27]1[CH2:26][CH2:25][C:24]2[C:29](=[CH:30][CH:31]=[C:22]([CH2:21][N:15]3[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]3)[CH:23]=2)[CH2:28]1)=[O:50])(=[O:45])=[O:44]

참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 36326413-(naphthalene-2-sulfonamido)-3-phenylpropionic AcidHCID 1317270586-Piperidin-1-ylmethyl-1,2,3,4-tetrahydro-naphthalen-2-ylamine bis-TFA salt

생성물 1

HCID 689267783-(naphthalen-2-yl-sulfonylamino)-3-phenyl-N-(6-piperidin-1-ylmethyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-propionamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

6-Piperidin-1-ylmethyl-1,2,3,4-tetrahydro-naphthalen-2-ylamine bis-TFA salt (Step F) (0.143 g, 0.327 mmol), 3-(naphthalen-2-yl-sulfonylamino)-3-phenyl-propionic acid (0.128 g, 0.360 mmol), HOBt (0.057 g, 0.425 mmol) and EDC (0.081 g, 0.425 mmol) were dissolved in CH2Cl2 (25 mL) and stirred at RT. TEA (0.228 mL, 1.64 mmol) was added drop-wise to the mixture and the reaction was stirred at RT until HPLC analysis showed complete consumption of starting material. The reaction mixture was diluted with CH2Cl2 and washed with saturated aqueous NaHCO3. The organic layer was dried over MgSO4 and concentrated in vacuo to afford the crude material. The crude was purified by flash column chromatography to furnish the title compound. MS (APCI pos) 582 (M+H).

후처리

  1. stirringthe reaction was stirred at RT until HPLC analysis
  2. customconsumption of starting material
  3. additionThe reaction mixture was diluted with CH2Cl2
  4. washwashed with saturated aqueous NaHCO3
  5. dry with materialThe organic layer was dried over MgSO4
  6. concentrationconcentrated in vacuo
  7. customto afford the crude material
  8. customThe crude was purified by flash column chromatography

출처 및 근거

ORD 기록
ord-cfe0b86a3ba34e5a980b4a09dc919254
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425631B2

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