Triethylamine → HCID 178440879、化合物

HRID 1988362ノート

反応式

HRID 1988362 の反応式
[C:1]([C:5]1[CH:6]=[C:7](C(C)C(O)=O)[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].Cl.Cl.[NH2:23][CH2:24][C:25]1[CH:26]=[C:27]([NH:31][C:32]([C:34]2[S:35][CH:36]=[CH:37][CH:38]=2)=[NH:33])[CH:28]=[CH:29][CH:30]=1.[OH:39]N1C2C=CC=CC=2N=N1.Cl.CN(C)[CH2:52][CH2:53][CH2:54]N=C=NCC.CCN(CC)CC>C(Cl)Cl.O>[C:12]([C:9]1[CH:8]=[C:7]([CH2:54][CH2:53][C:52]([NH:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([NH:31][C:32](=[NH:33])[C:34]3[S:35][CH:36]=[CH:37][CH:38]=3)[CH:26]=2)=[O:39])[CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:10]=1[OH:11])([CH3:15])([CH3:14])[CH3:13]

参加物

8

反応物 5

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 21692686HCID 21692686、化合物HCID 178478771HCID 178478771、化合物

生成物 1

HCID 178440879HCID 178440879、化合物収率 85%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

To a solution of 2.78 g (10 mmol) of 3,5-di-tert-butyl-4-hydroxyphenylpropionic acid, 3.04 g (10 mmol) of N-[3-(aminomethyl)phenyl]thiophene-2-carboximidamide 2HCl (J. Med. Chem. (1998), 41(15), 2858), 1.48 g (11 mmol) of 1-hydroxybenzotriazole in 100 ml of CH2Cl2, in a 250 ml flask, 4.21 g (22 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 6.1 ml (44 mmol) of Et3N were added. After overnight stirring at 20° C., the reaction mixture was diluted with 100 ml water, stirred and decanted. The organic layer was successively washed with NaHCO3 saturated solution, water, KHSO4, (1M), water and brine. After drying over Na2SO4 and filtration, the organic solution was concentrated under reduced pressure. The residue was flash chromatographed over silica gel, using heptane/EtOAc:1/1 as eluent, to yield a cream light solid (85%). Melting point: 163-164° C.

後処理

  1. stirringstirred
  2. customdecanted
  3. washThe organic layer was successively washed with NaHCO3 saturated solution, water, KHSO4, (1M), water and brine
  4. dry with materialAfter drying over Na2SO4 and filtration
  5. concentrationthe organic solution was concentrated under reduced pressure
  6. customchromatographed over silica gel

出典と根拠

ORDレコード
ord-ddf76202f0374363987b8f3393f19969
出典データセット
uspto-grants-2009_06
特許番号
US07553976B2

反応ノート

読み込み中…