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Furan-2-acetic acid → 3-(2-Furan-2-yl-acetylamino)-4-(2-methyl-cyclohexylamino)-benzoic acid methyl ester

HRID 1750237
ノート
印刷プレビュー

反応式

HRID 1750237 の反応式
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([OH:9])=O.C1C=NC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.[CH3:29][O:30][C:31](=[O:47])[C:32]1[CH:37]=[CH:36][C:35]([NH:38][CH:39]2[CH2:44][CH2:43][CH2:42][CH2:41][CH:40]2[CH3:45])=[C:34]([NH2:46])[CH:33]=1>CN(C=O)C.O.C(Cl)CCl>[CH3:29][O:30][C:31](=[O:47])[C:32]1[CH:37]=[CH:36][C:35]([NH:38][CH:39]2[CH2:44][CH2:43][CH2:42][CH2:41][CH:40]2[CH3:45])=[C:34]([NH:46][C:7](=[O:9])[CH2:6][C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)[CH:33]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 75974Furan-2-acetic acidHCID 81531DiisopropylethylamineHCID 181649HOAtHCID 613065513-Amino-4-(2-methyl-cyclohexylamino)-benzoic acid methyl ester

生成物 1

HCID 867144453-(2-Furan-2-yl-acetylamino)-4-(2-methyl-cyclohexylamino)-benzoic acid methyl ester収率 100%

試薬・触媒・溶媒 3

HCID 11
1,2-Dichloroethane
溶媒
HCID 962Water溶媒
HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 1.26 g of 2-furyl-acetic acid in 15 ml of dry DMF 1.50 g of HOAT, 2.11 g of EDC and 8 ml of DIPEA were added at 0° C. After 30 min 1.31 g of 3-Amino-4-(2-methyl-cyclohexylamino)-benzoic acid methyl ester were added, and the reaction was stirred at rt for 16 h. The reaction was then poured into water and extracted with ethyl acetate three times. The combined organic phases were washed with saturated aqueous sodium bicarbonate solution and brine, dried over magnesium sulphate and concentrated to obtain 1.85 g (100%) of 3-(2-Furan-2-yl-acetylamino)-4-(2-methyl-cyclohexylamino)-benzoic acid methyl ester, which was used without further purification.

後処理

  1. extractionextracted with ethyl acetate three times
  2. washThe combined organic phases were washed with saturated aqueous sodium bicarbonate solution and brine
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-f165229e94b8415c988226c074d1bc76
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09156796B2

反応ノート

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