1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178487652、化合物

HRID 578962ノート

反応式

HRID 578962 の反応式
[OH:1][C:2]1[N:6]([C:7]2[CH:15]=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][N:8]=2)[N:5]=[CH:4][C:3]=1[C:16]1[CH:21]=[CH:20][N:19]=[C:18]([O:22][CH3:23])[CH:17]=1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.[O:45]1[CH2:50][CH2:49][CH:48]([CH2:51][NH2:52])[CH2:47][CH2:46]1.CCN(C(C)C)C(C)C>CN(C=O)C>[OH:1][C:2]1[N:6]([C:7]2[CH:15]=[CH:14][C:10]([C:11]([NH:52][CH2:51][CH:48]3[CH2:49][CH2:50][O:45][CH2:46][CH2:47]3)=[O:12])=[CH:9][N:8]=2)[N:5]=[CH:4][C:3]=1[C:16]1[CH:21]=[CH:20][N:19]=[C:18]([O:22][CH3:23])[CH:17]=1

参加物

7

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 27732104-AminomethyltetrahydropyranHCID 178487655HCID 178487655、化合物

生成物 1

HCID 178487652HCID 178487652、化合物収率 82%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Combined 6-(5-hydroxy-4-(2-methoxypyridin-4-yl)-1H-pyrazol-1-yl)nicotinic acid (30 mg, 0.096 mmol), EDCI (27.6 mg, 0.144 mmol), HOBT (19.47 mg, 0.144 mmol), and DMF (961 μl), then added (tetrahydro-2H-pyran-4-yl)methanamine (17.66 μl, 0.144 mmol) and Hunig's base (68.3 μl, 0.384 mmol) and stirred at room temperature overnight. The reaction mixture was purified via preparative HPLC to give the title compound (32.1 mg, 82%) as a yellow solid. 1H NMR (400 MHz, methanol-d4) δ ppm 1.35 (qd, J=12.38, 4.55 Hz, 2 H) 1.71 (d, J=12.88 Hz, 2 H) 1.84-1.99 (m, 1 H) 3.42 (td, J=11.68, 1.64 Hz, 2 H) 3.95 (d, J=3.28 Hz, 1 H) 3.98 (s, 3 H) 4.19 (s, 3 H) 7.76 (d, J=6.57 Hz, 1 H) 7.84 (s, 1 H) 8.03 (d, J=6.57 Hz, 1 H) 8.28-8.47 (m, 2 H) 8.55 (br. s., 1 H) 8.85 (br. s., 1 H). MS m/z [M+H]+ 410.1.

後処理

  1. customThe reaction mixture was purified via preparative HPLC

出典と根拠

ORDレコード
ord-149d8bf038ee4d16b484a2f8c006c0e1
出典データセット
uspto-grants-2015_05
特許番号
US09040522B2

反応ノート

読み込み中…