1-Hydroxybenzotriazole → HCID 69202455、化合物

反応式

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:21])=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([NH:16][CH2:17][CH:18]3[CH2:20][CH2:19]3)=[O:15])=[CH:10][CH:9]=2)[CH:7]=1.[N:22]1([C:28]2[N:33]=[C:32]([C:34](O)=[O:35])[CH:31]=[N:30][CH:29]=2)[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C>CN(C=O)C.C(OCC)(=O)C>[CH:18]1([CH2:17][NH:16][C:14]([C:11]2[CH:12]=[CH:13][C:8]([C:6]3[C:5]([CH3:21])=[CH:4][CH:3]=[C:2]([NH:1][C:34]([C:32]4[CH:31]=[N:30][CH:29]=[C:28]([N:22]5[CH2:27][CH2:26][O:25][CH2:24][CH2:23]5)[N:33]=4)=[O:35])[CH:7]=3)=[CH:9][CH:10]=2)=[O:15])[CH2:20][CH2:19]1

参加物

実験手順

5′-Amino-N-(cyclopropylmethyl)-2′-methyl-1,1′-biphenyl-4carboxamide (75 mg, 0.27 mmol), 6-morpholin-4-ylpyrazine-2-carboxylic acid (55.9 mg, 0.27 mmol), HATU (101.5 mg, 0.27 mmol), HOBT (36 mg, 0.27 mmol) and DIPEA (140 μl, 0.80 mmol) in DMF (3 ml) were stirred at room temperature for 18 h. The reaction was diluted with ethyl acetate (150 ml), washed with hydrochloric acid (0.5M, 2×20 ml), aqueous sodium hydrogen carbonate (20 ml) and dried (magnesium sulphate). Evaporation of the solvents under vacuum gave N-(4′-{[(cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1′-biphenyl-3-yl)-6-morpholin-4-ylpyrazine-2-carboxamide (118 mg, 94%). NMR; δH [2H6]—DMSO 10.17,(1H, s), 8.62,(1H, t), 8.54,(1H, s), 8.47,(1H, s), 7.93,(2H, d), 7.80,(1H, dd), 7.70,(1H, d), 7.45,(2H, d), 7.31,(1H, d), 3.73,(8H, m), 3.16,(2H, t), 2.21,(3H, s), 1.04,(1H, m), 0.43,(2H, m), 0.24,(2H, m). LCMS: retention time 3.20 min, MH+472.

後処理

washwashed with hydrochloric acid (0.5M, 2×20 ml), aqueous sodium hydrogen carbonate (20 ml)
dry with materialdried (magnesium sulphate)
customEvaporation of the solvents under vacuum

出典と根拠

ORDレコード: ord-d8e35d8d34a8444ea12b5ec8a02aa6eb
出典データセット: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07432289B2

反応ノート

読み込み中…

反応式

参加物

反応物 5

生成物 1

試薬・触媒・溶媒 2

実験手順

後処理

出典と根拠

反応ノート