Hydrochloric Acid → HCID 178509613、化合物

HRID 526461

反応式

HRID 526461 の反応式
[CH:1]1[CH:2]=[CH:3][C:4]2N(O)N=[N:7][C:5]=2C=1.CCN=C=NCCCN(C)C.[C:22]([C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:31]=[N:32][N:33]([C:36]3[CH:44]=[CH:43][C:39]([C:40]([OH:42])=O)=[CH:38][N:37]=3)[C:34]=2[OH:35])=[CH:26][CH:25]=1)#[N:23].CCN(C(C)C)C(C)C.C1(CCN)CC1.Cl>CN(C=O)C.CO.O>[C:22]([C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:31]=[N:32][N:33]([C:36]3[CH:44]=[CH:43][C:39]([C:40]([NH:7][CH2:5][CH2:4][CH:3]4[CH2:2][CH2:1]4)=[O:42])=[CH:38][N:37]=3)[C:34]=2[OH:35])=[CH:26][CH:25]=1)#[N:23]

参加物

10

反応物 6

HCID 313Hydrochloric AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 10240761CyclopropaneethanamineHCID 178509615HCID 178509615、化合物

生成物 1

HCID 178509613HCID 178509613、化合物

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Combined HOBT (66.2 mg, 0.490 mmol) and EDCI (94 mg, 0.490 mmol), a solution 6-(4-(4-cyanophenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid (100 mg, 0.327 mmol, in DMF (1 mL)) and Hunig's base (169 mg, 1.306 mmol) in DMF (1 mL). Then 2-cyclopropylethanamine (41.7 mg, 0.490 mmol) was added and the reaction was stirred at ambient temperature for 14 h. The reaction mixture was diluted with MeOH (2 mL) and water (3 mL) and acidified to pH 4 using 1 N HCl to give a solid which were collected by filtration and recrystallized from MeOH to give the title compound as a solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.01-0.14 (m, 2H) 0.35-0.49 (m, 2H) 0.68-0.81 (m, 1H) 1.46 (q, J=7.07 Hz, 2H) 3.27-3.43 (m, 2H) 7.79 (d, J=8.59 Hz, 2H) 8.14 (d, J=6.32 Hz, 2H) 8.34-8.79 (m, 4H) 8.85-8.97 (m, 1H) 13.53 (br. s., 1H). MS m/z [M+H]+ 374.2.

後処理

  1. customto give a solid which
  2. filtrationwere collected by filtration
  3. customrecrystallized from MeOH

出典と根拠

ORDレコード
ord-be6b6c9d97b242b09f0364323edfe295
出典データセット
uspto-grants-2016_05
特許番号
US09345713B2

関連ノート

読み込み中…