Triethylamine → 3-Oxo-3-[N'-(3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-carbonyl)-hydrazino]-propionic acid tert-butyl ester

HRID 6916

반응식

HRID 6916 반응식
NN.[C:3]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])(=[O:8])[CH2:4][C:5]([O-:7])=O.[OH2:14].O[N:16]1[C:20]2[CH:21]=CC=CC=2N=[N:17]1.[CH2:25]([N:27]([CH2:30][CH3:31])[CH2:28][CH3:29])[CH3:26].Cl.CN(C)[CH2:35][CH2:36][CH2:37][N:38]=C=NCC>ClCCl>[C:10]([O:9][C:3](=[O:8])[CH2:4][C:5](=[O:7])[NH:17][NH:16][C:20]([CH:21]1[CH2:29][CH2:28][N:27]([C:30]2[CH:31]=[CH:35][CH:36]=[CH:37][N:38]=2)[CH2:25][CH2:26]1)=[O:14])([CH3:13])([CH3:12])[CH3:11]

참가 물질

7

반응물 5

HCID 8471TriethylamineHCID 9321HydrazineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 21883978Tert-butyl malonate

생성물 1

HCID 235440723-Oxo-3-[N'-(3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-carbonyl)-hydrazino]-propionic acid tert-butyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A mixture of the hydrazine from preparation 35 (2.2 g, 10 mmol), tert-butyl malonate (1.6 g, 10 mmol), 1-hydroxybenzotriazole hydrate (2.02 g, 15 mmol), triethylamine (4.8 ml, 20 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.4 g, 12.5 mmol) in dichloromethane (50 ml) was stirred at room temperature for 5 hours. The reaction was diluted with dichloromethane (200 ml), washed with water (150 ml), dried (MgSO4) and evaporated under reduced pressure. The residual oil was purified by column chromatography on silica gel using ethyl acetate as eluant to afford the title compound, as a white solid, 1.4 g.

후처리

  1. washwashed with water (150 ml)
  2. dry with materialdried (MgSO4)
  3. customevaporated under reduced pressure
  4. customThe residual oil was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-2ff387fd184f4f2e8c6f2f73124e8925
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084145B2

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