1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 68513435, 화합물

HRID 1716595노트

반응식

HRID 1716595 반응식
Cl.[CH3:2][C:3]1[CH:21]=[CH:20][C:6]2[N:7]([CH:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[C:8]([C:10]([OH:13])([CH3:12])[CH3:11])=[N:9][C:5]=2[CH:4]=1.C(N(CC)C(C)C)(C)C.[C:31]([O:35][C:36]([NH:38][C:39]1[CH:40]=[C:41]2[C:45](=[CH:46][CH:47]=1)[CH2:44][CH:43]([C:48](O)=[O:49])[CH2:42]2)=[O:37])([CH3:34])([CH3:33])[CH3:32].CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C.O>[C:31]([O:35][C:36](=[O:37])[NH:38][C:39]1[CH:40]=[C:41]2[C:45](=[CH:46][CH:47]=1)[CH2:44][CH:43]([C:48]([N:17]1[CH2:16][CH2:15][CH:14]([N:7]3[C:6]4[CH:20]=[CH:21][C:3]([CH3:2])=[CH:4][C:5]=4[N:9]=[C:8]3[C:10]([OH:13])([CH3:12])[CH3:11])[CH2:19][CH2:18]1)=[O:49])[CH2:42]2)([CH3:34])([CH3:32])[CH3:33]

참가 물질

8

반응물 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 68513351HCID 68513351, 화합물HCID 68513390HCID 68513390, 화합물

생성물 1

HCID 68513435HCID 68513435, 화합물수율 98%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-(5-methyl-1-piperidin-4-yl-1H-benzoimidazol-2-yl)-propan-2-ol hydrochloride salt (158 mg, 0.55 mmol) in DMF (5 ml) was added N,N-diisopropylethylamine (150 mg, 1.15 mmol). After stirring for 10 minutes, 5-tert-butoxycarbonylamino-indan-2-carboxylic acid (140 mg, 0.55 mmol) was added to the reaction mixture followed by EDCI (195 mg, 1.10 mmol) and HOBT (137 mg, 1.10 mmol). After stirring at rt for 4 hours, the reaction mixture was diluted with water, and the aqueous layer was extracted with ethyl acetate. The combined organic extracts were washed with saturated NaHCO3, brine, and dried over Na2SO4. The extracts were filtered and concentrated in vacuo to afford (2-{4-[2-(1-hydroxy-1-methyl-ethyl)-5-methyl-benzoimidazol-1-yl]-piperidine-1-carbonyl}-indan-5-yl)-carbamic acid tert-butyl ester (266 mg, 98%) as a white solid without further purification.

후처리

  1. stirringAfter stirring at rt for 4 hours
  2. extractionthe aqueous layer was extracted with ethyl acetate
  3. washThe combined organic extracts were washed with saturated NaHCO3, brine
  4. dry with materialdried over Na2SO4
  5. filtrationThe extracts were filtered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-408bc26b36fa45cd9e6848e98806bd94
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07803816B2

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