Formaldehyde → 1-Methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenyl)piperazine

HRID 1052301노트

반응식

HRID 1052301 반응식
[C:1](O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[CH3:15][C:16]1([CH3:35])[C:20]([CH3:22])([CH3:21])[O:19][B:18]([C:23]2[CH:24]=[C:25]([N:29]3[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]3)[CH:26]=[CH:27][CH:28]=2)[O:17]1.C=O>C(Cl)Cl>[CH3:1][N:32]1[CH2:31][CH2:30][N:29]([C:25]2[CH:26]=[CH:27][CH:28]=[C:23]([B:18]3[O:17][C:16]([CH3:35])([CH3:15])[C:20]([CH3:21])([CH3:22])[O:19]3)[CH:24]=2)[CH2:34][CH2:33]1

참가 물질

5

반응물 3

HCID 712FormaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 450522281-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine

생성물 1

HCID 592647461-Methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenyl)piperazine

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Sodium triacetoxyborohydride (0.066 g, 0.31 mmol) was added to a solution of 1-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine (60.0 mg, 0.208 mmol, from Boron Molecular) and 11.0 M aqueous formaldehyde (0.057 mL, 0.62 mmol) in methylene chloride (0.8 mL, 10 mmol) and then the reaction was stirred at r.t. for 1 hour. The mixture was diluted with methylene chloride, washed with saturated NaHCO3, water, brine, then dried over Na2SO4, filtered and concentrated to provide the product which was used in the next step. LCMS calculated for C17H28BN2O2 (M+H)+: m/z=303.2. Found 303.2.

후처리

  1. washwashed with saturated NaHCO3, water, brine
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto provide the product which

출처 및 근거

ORD 기록
ord-d1b9fd99fee54401a43da46430753b85
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388185B2

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