Trifluoroacetic acid → N-(5-(4-(piperidin-4-yloxy)pyrido[3,2-d]pyrimidin-6-yl)pyridin-3-yl)benzenesulfonamide

HRID 1182965ノート

反応式

HRID 1182965 の反応式
[C:1]1([S:7]([NH:10][C:11]2[CH:12]=[C:13]([C:17]3[CH:18]=[CH:19][C:20]4[N:21]=[CH:22][N:23]=[C:24]([O:27][CH:28]5[CH2:33][CH2:32][N:31](C(OC(C)(C)C)=O)[CH2:30][CH2:29]5)[C:25]=4[N:26]=3)[CH:14]=[N:15][CH:16]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:31]1[CH2:32][CH2:33][CH:28]([O:27][C:24]2[C:25]3[N:26]=[C:17]([C:13]4[CH:12]=[C:11]([NH:10][S:7]([C:1]5[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=5)(=[O:8])=[O:9])[CH:16]=[N:15][CH:14]=4)[CH:18]=[CH:19][C:20]=3[N:21]=[CH:22][N:23]=2)[CH2:29][CH2:30]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 66558111Tert-butyl 4-(6-(5-(phenylsulfonamido)-pyridine-3-yl)pyrido[3,2-d]pyrimidin-4-yloxy)piperidine-1-carboxylate

生成物 1

HCID 66558112N-(5-(4-(piperidin-4-yloxy)pyrido[3,2-d]pyrimidin-6-yl)pyridin-3-yl)benzenesulfonamide収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of tert-butyl 4-(6-(5-(phenylsulfonamido)-pyridine-3-yl)pyrido[3,2-d]pyrimidin-4-yloxy)piperidine-1-carboxylate (0.15 g, 0.267 mmol) in DCM (1.333 ml) was added TFA (0.205 ml, 2.67 mmol) at room temperature. After stirring for 30 min at room temperature, the reaction mixture was evaporated in vacuo, to give N-(5-(4-(piperidin-4-yloxy)pyrido[3,2-d]pyrimidin-6-yl)pyridin-3-yl)benzenesulfonamide (0.123 g, 100%) as a yellow oil, which was used in the next step without further purification. 1H-NMR (CDCl3, Varian 400 MHz) δ 1.87-1.92 (2H, m), 2.15-2.22 (2H, m), 2.79-2.85 (2H, m), 3.20-3.24 (2H, m), 5.58-5.62 (1H, m), 7.39-7.42 (3H, m), 7.92-7.94 (2H, m), 8.18-8.20 (2H, m), 8.28 (1H, s), 8.59 (1H, d, J=1.6 Hz), 8.74 (1H, s).

後処理

  1. customthe reaction mixture was evaporated in vacuo

出典と根拠

ORDレコード
ord-905b2c8bfe0d47438885575102e51994
出典データセット
uspto-grants-2014_03
特許番号
US08664230B2

反応ノート

読み込み中…