Diisopropylethylamine → HCID 178446224, 화합물

HRID 1947259노트

반응식

HRID 1947259 반응식
Cl.Cl.[CH:3]1([NH:9][C:10]2[C:14]3([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[N:13]([CH2:20][CH2:21][CH2:22][CH:23]=[CH2:24])[C:12](=[O:25])[N:11]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.CCN(C(C)C)C(C)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[I:49][C:50]1[CH:51]=[C:52]([CH:55]=[CH:56][CH:57]=1)[CH:53]=O>ClCCCl>[CH:3]1([NH:9][C:10]2[C:14]3([CH2:15][CH2:16][N:17]([CH2:53][C:52]4[CH:55]=[CH:56][CH:57]=[C:50]([I:49])[CH:51]=4)[CH2:18][CH2:19]3)[N:13]([CH2:20][CH2:21][CH2:22][CH:23]=[CH2:24])[C:12](=[O:25])[N:11]=2)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]1

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 2526103-IodobenzaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 178446226HCID 178446226, 화합물

생성물 1

HCID 178446224HCID 178446224, 화합물

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매2회

실험 절차

To a solution of 4-(cyclohexylamino)-1-pent-4-en-1-yl-1,3,8-triazaspiro[4.5]dec-3-en-2-one dihydrochloride (1 g, 2.56 mmol, intermediate I.1.c.1) in DCE (16 mL), was added Hunig's base (0.67 mL, 1.42 mmol), sodium triacetoxyborohydride (0.25 g, 1.18 mmol) and 3-iodo-benzaldehyde (329 mg, 3.83 mmol) in DCE (0.5 mL) dropwise. The reaction mixture was stirred at rt for 18 h, quenched with aq NaHCO3, extracted twice with EtOAc, washed with brine, concentrated in vacuo and purified flash chromatography (silica gel, EtOAc) to provide the desired product LRMS (M+1)=535.

후처리

  1. customquenched with aq NaHCO3
  2. extractionextracted twice with EtOAc
  3. washwashed with brine
  4. concentrationconcentrated in vacuo
  5. custompurified flash chromatography (silica gel, EtOAc)

출처 및 근거

ORD 기록
ord-d891350166ae4cccb1feffecee9d85bb
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399473B2

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