Triethylamine → n-[8-(4-Cyanonaphthalen-1-yl)-8-azabicyclo[3.2.1]oct-3-yl]-2-(ethoxyethoxy)acetamide

HRID 916358

반응식

HRID 916358 반응식
[CH2:1]([O:3][CH2:4][CH2:5][O:6][CH2:7][C:8]([OH:10])=O)[CH3:2].ON1C2C=CC=CC=2N=N1.C(N(CC)CC)C.Cl.[NH2:29][CH:30]1[CH2:36][CH:35]2[N:37]([C:38]3[C:47]4[C:42](=[CH:43][CH:44]=[CH:45][CH:46]=4)[C:41]([C:48]#[N:49])=[CH:40][CH:39]=3)[CH:32]([CH2:33][CH2:34]2)[CH2:31]1>CN(C=O)C>[C:48]([C:41]1[C:42]2[C:47](=[CH:46][CH:45]=[CH:44][CH:43]=2)[C:38]([N:37]2[CH:35]3[CH2:34][CH2:33][CH:32]2[CH2:31][CH:30]([NH:29][C:8](=[O:10])[CH2:7][O:6][CH2:5][CH2:4][O:3][CH2:1][CH3:2])[CH2:36]3)=[CH:39][CH:40]=1)#[N:49]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 1928502-(2-Ethoxyethoxy)acetic acidHCID 1317266004-(3-Amino-8-azabicyclo[3.2.1]oct-8-yl)naphthalene-1-carbonitrile, hydrochloride

생성물 1

HCID 69226204n-[8-(4-Cyanonaphthalen-1-yl)-8-azabicyclo[3.2.1]oct-3-yl]-2-(ethoxyethoxy)acetamide수율 72%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

165RL54 (19 mg, 0.13 mmol), O-benzotriazol-1-yl-N,N,N,N-tetramethyluronium tetrafluorophosphate (HBTU, 49 mg, 0.13 mmol), 1-hydroxybenzotriazole (18 mg, 0.13 mmol) and triethylamine (37 PL, 0.26 mmol) were dissolved in DMF (4 mL). 165RL21 (36 mg, 0.13 mmol)) was added and the mixture was shaken at rt for 30 min. The solvent was removed in vacuo and the product was purified by flash chromatography on silica gel using ethyl acetate/methanol (9:1) as eluent, giving the desired compound (38.1 mg, 72%).

후처리

  1. customThe solvent was removed in vacuo
  2. customthe product was purified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-3cc8fde15b634778866eec076746e937
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07268232B2

연결된 노트

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