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

HRID 916358

反応式

HRID 916358 の反応式
[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]

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-3cc8fde15b634778866eec076746e937
出典データセット
uspto-grants-2007_09
特許番号
US07268232B2

関連ノート

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