1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178456039、化合物

HRID 578964

反応式

HRID 578964 の反応式
[CH3:1][C@@H:2]([NH2:5])[CH2:3][CH3:4].[C:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]=[N:16][N:17]([C:20]3[CH:28]=[CH:27][C:23]([C:24](O)=[O:25])=[CH:22][N:21]=3)[C:18]=2[OH:19])=[C:10]([CH3:29])[CH:9]=1)#[N:7].C1C=C2N=NN(O)C2=CC=1.O.CCN=C=NCCCN(C)C.CCN(C(C)C)C(C)C>CC(N(C)C)=O>[C@H:2]([NH:5][C:24](=[O:25])[C:23]1[CH:27]=[CH:28][C:20]([N:17]2[C:18]([OH:19])=[C:14]([C:11]3[CH:12]=[CH:13][C:8]([C:6]#[N:7])=[CH:9][C:10]=3[CH3:29])[CH:15]=[N:16]2)=[N:21][CH:22]=1)([CH2:3][CH3:4])[CH3:1]

参加物

7

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 81531DiisopropylethylamineHCID 2724537(R)-sec-butylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 178426451HCID 178426451、化合物

生成物 1

HCID 178456039HCID 178456039、化合物

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
50 °C

実験手順

Combined (R)-butan-2-amine (22.8 mg, 0.312 mmol) and a solution consisting of 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid (50 mg, 0.156 mmol), HOBT hydrate (35.9 mg, 0.234 mmol), EDCI (44.9 mg, 0.234 mmol), and Hunig's base (0.103 mL, 0.624 mmol) in DMA (1 mL) and stirred at 50° C. for 4 h. The reaction mixture was then purified via preparative HPLC to give the title compound as a yellow solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.90 (t, J=7.45 Hz, 3 H) 1.17 (d, J=6.57 Hz, 3 H) 1.44-1.63 (m, 2 H) 2.44 (s, 3 H) 3.95 (dt, J=14.02, 7.14 Hz, 1 H) 7.57-7.90 (m, 3 H) 7.92-8.73 (m, 4 H) 8.82-8.97 (m, 1 H) 13.20 (br. s., 1 H). MS m/z [M+H]+ 376.

後処理

  1. customThe reaction mixture was then purified via preparative HPLC

出典と根拠

ORDレコード
ord-a54107fffd9d4c388456d4212d9d5bbb
出典データセット
uspto-grants-2015_05
特許番号
US09040522B2

関連ノート

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