Water → HCID 11531856、化合物

HRID 1170477ノート

反応式

HRID 1170477 の反応式
[N:1]1([C:6]2[N:11]=[C:10]([CH3:12])[CH:9]=[C:8]([CH:13]3[CH2:17][CH2:16][CH2:15][NH:14]3)[N:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[CH2:18]1[O:31][C:30]2[CH:29]=[CH:28][C:22]([CH2:23][CH2:24][N:25]=[C:26]=[O:27])=[CH:21][C:20]=2[O:19]1.C(N(CC)CC)C.O>C1COCC1>[O:31]1[C:30]2[CH:29]=[CH:28][C:22]([CH2:23][CH2:24][NH:25][C:26]([N:14]3[CH2:15][CH2:16][CH2:17][CH:13]3[C:8]3[CH:9]=[C:10]([CH3:12])[N:11]=[C:6]([N:1]4[CH:5]=[CH:4][N:3]=[CH:2]4)[N:7]=3)=[O:27])=[CH:21][C:20]=2[O:19][CH2:18]1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 44186063,4-Methylenedioxyphenethyl isocyanateHCID 167502772-(1H-Imidazol-1-yl)-4-methyl-6-(pyrrolidin-2-yl)pyrimidine

生成物 1

HCID 11531856HCID 11531856、化合物収率 90.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2-imidazol-1-yl-4-methyl-6-pyrrolidin-2-yl-pyrimidine (21.8 mg, 0.095 mmol), 3,4-methylenedioxyphenethyl isocyanate (29 mg, 0.151 mmol) and triethylamine (0.4 mL) in anhydrous THF (1.5 mL) was reacted for 10 min. Water was added and the solution was extracted with ethyl acetate (2×3 mL), washed with brine and dried over Na2SO4. Evaporation of the solvent and purification by TLC plate gave 36 mg (90%) of 2-(2-imidazol-1-yl-6-methyl-pyrimidin-4-yl)-pyrrolidine-1-carboxylic acid (2-benzo[1,3]dioxol-5-yl-ethyl)-amide as a white solid. [M+H]+ 421.15; 1H-NMR (400 MHz, CD3OD) δ 8.65 (s, 1H), 7.99 (s, 1H), 7.14 (s, 1H), 7.11 (s, 1H), 6.65 (m, 3H), 5.88 (s, 2H), 4.98 (m, 1H), 3.62 (m, 1H), 3.55 (m, 1H), 3.34 (m, 2H), 2.69 (m, 2H), 2.56 (s, 3H), 2.41 (m, 1H), 2.03 (m, 3H); 13C-NMR (100 MHz, CD3OD) δ 173.9, 170.3, 166.5, 157.7, 147.6, 145.9, 133.2, 128.9, 121.3, 115.0, 108.6, 107.6, 106.9, 61.4, 46.4, 41.8, 35.7, 32.4, 23.3, 22.8.

後処理

  1. extractionthe solution was extracted with ethyl acetate (2×3 mL)
  2. washwashed with brine
  3. dry with materialdried over Na2SO4
  4. customEvaporation of the solvent and purification by TLC plate

出典と根拠

ORDレコード
ord-c0ae83d388e944788c5915fbaf138fbf
出典データセット
uspto-grants-2010_11
特許番号
US07825256B2

反応ノート

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