Ethanolamine → 2-[(2-Hydroxyethyl)amino]-4,6-bis[N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperdin-4-yl)butylamino]-1,3,5-triazine

HRID 1463689노트

반응식

HRID 1463689 반응식
Cl[C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]2[CH2:18][C:17]([CH3:20])([CH3:19])[N:16]([O:21][CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)[C:15]([CH3:29])([CH3:28])[CH2:14]2)[N:5]=[C:4]([NH:30][CH2:31][CH2:32][CH2:33][CH2:34][CH:35]2[CH2:40][C:39]([CH3:42])([CH3:41])[N:38]([O:43][CH:44]3[CH2:49][CH2:48][CH2:47][CH2:46][CH2:45]3)[C:37]([CH3:51])([CH3:50])[CH2:36]2)[N:3]=1.[CH2:52]([CH2:54][NH2:55])[OH:53].C(=O)(O)[O-].[Na+]>O1CCOCC1>[OH:53][CH2:52][CH2:54][NH:55][C:2]1[N:3]=[C:4]([NH:30][CH2:31][CH2:32][CH2:33][CH2:34][CH:35]2[CH2:36][C:37]([CH3:50])([CH3:51])[N:38]([O:43][CH:44]3[CH2:49][CH2:48][CH2:47][CH2:46][CH2:45]3)[C:39]([CH3:42])([CH3:41])[CH2:40]2)[N:5]=[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]2[CH2:14][C:15]([CH3:29])([CH3:28])[N:16]([O:21][CH:22]3[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]3)[C:17]([CH3:19])([CH3:20])[CH2:18]2)[N:7]=1

참가 물질

5

반응물 3

HCID 700EthanolamineHCID 516892Sodium BicarbonateHCID 225076382,4-Bis[(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)butylamino]-6-chloro-s-triazine

생성물 1

HCID 544358902-[(2-Hydroxyethyl)amino]-4,6-bis[N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperdin-4-yl)butylamino]-1,3,5-triazine수율 87.4%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of 10.0 g (13.6 mmol) of 2-chloro-4,6-bis[N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperdin-4-yl)butylamino]-1,3,5-triazine, 3.3 g (54.6 mmol) of ethanolamine and 30 ml of dioxane is heated at reflux for four hours. The reaction mixture is then poured into 200 ml of saturated aqueous sodium bicarbonate solution. A precipitate forms. The supernatant liquid is decanted, and the precipitate is partitioned between ether (250 ml) and saturated aqueous sodium bicarbonate solution (100 ml). The ether layer is dried over anhydrous magnesium sulfate and evaporated to obtain a glassy material. Purification by flash chromatography on silica gel (4:1 heptane:ethyl acetate) affords 9.0 g (87% yield) of the title compound as a colorless glass.

후처리

  1. temperatureis heated
  2. temperatureat reflux for four hours
  3. customThe supernatant liquid is decanted
  4. customthe precipitate is partitioned between ether (250 ml) and saturated aqueous sodium bicarbonate solution (100 ml)
  5. dry with materialThe ether layer is dried over anhydrous magnesium sulfate
  6. customevaporated
  7. customto obtain a glassy material
  8. customPurification by flash chromatography on silica gel (4:1 heptane:ethyl acetate)

출처 및 근거

ORD 기록
ord-325a69d268064a0ebaad81d0fc14f579
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05300544

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