Triethylamine → HCID 66811742, 화합물

HRID 1097849노트

반응식

HRID 1097849 반응식
[CH3:1][O:2][C:3](=[O:16])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][C:9](Cl)=[C:8]([N+:13]([O-:15])=[O:14])[CH:7]=1.[C:17]([NH:24][CH2:25][CH2:26][NH2:27])([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18].C(N(CC)CC)C>O1CCOCC1>[CH3:1][O:2][C:3](=[O:16])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([NH:27][CH2:26][CH2:25][NH:24][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[C:8]([N+:13]([O-:15])=[O:14])[CH:7]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 187201N-BOC-ethylenediamineHCID 534077093-(4-Chloro-3-nitro-phenyl)-acrylic acid methyl ester

생성물 1

HCID 66811742HCID 66811742, 화합물

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
80 °C

실험 절차

A mixture of 3-(4-chloro-3-nitro-phenyl)-acrylic acid methyl ester (Ia, 0.243 g, 1.00 mmol), N-Boc-ethylenediamine (0.316 mL, 2.0 mmol) and triethylamine (0.50 mL, 3.59 mmoL) in dioxane (7 mL) was heated at 80° C. for about 80 h. The solution was evaporated and the residue was added MeOH. The resulting solid was filtered and washed with MeOH. 3-[4-(2-tert-Butoxycarbonylamino-ethylamino)-3-nitro-phenyl]-acrylic acid methyl ester (IIIa1) was obtained as bright yellow solid (0.193 g, 52.6%). HPLC purity at 254 nm: 96.0˜98.1%; tR=3.27 min. LCMS (ESI) m/z: 366 ([M+H]+), 310 (M+H-56), 266 (M+H-Boc). 1H NMR (CDCl3) δ 8.41 (1H, br t like, NHAr), 8.31 (1H, d, J=1.8 Hz), 7.63 (1H, dd, J=9.0, 1.7 Hz), 7.57 (1H, d, J=16.0 Hz), 6.98 (1H, d, J=8.9 Hz), 6.30 (1H, d, J=15.9 Hz), 3.80 (3H, s), 3.52 (2H, m), 3.45 (2H, m), 1.45 (9H, s); 13C NMR (CDCl3) δ 166.9, 155.7, 145.8, 142.3, 134.1, 131.5, 127.1, 121.8, 115.4, 113.9, 79.5, 51.2, 42.7, 39.1, 27.9.

후처리

  1. customThe solution was evaporated
  2. additionthe residue was added MeOH
  3. filtrationThe resulting solid was filtered
  4. washwashed with MeOH

출처 및 근거

ORD 기록
ord-adf3cf4399b140c4a4da5d9ecebdc031
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143282B2

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