Diisopropylethylamine → 1-(4-{3-[7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperazin-1-yl)-2-methyl-propan-2-ol

HRID 1261957ノート

反応式

HRID 1261957 の反応式
CS([C:4]1[N:9]=[CH:8][C:7]2=[CH:10][CH:11]=[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[O:19][CH3:20])[N:6]2[N:5]=1)=O.C(N(CC)C(C)C)(C)C.[NH2:30][C:31]1[CH:32]=[C:33]([N:37]2[CH2:42][CH2:41][N:40]([CH2:43][C:44]([CH3:47])([OH:46])[CH3:45])[CH2:39][CH2:38]2)[CH:34]=[CH:35][CH:36]=1>COCC(O)C>[CH3:20][O:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:12]1[N:6]2[C:7]([CH:8]=[N:9][C:4]([NH:30][C:31]3[CH:32]=[C:33]([N:37]4[CH2:38][CH2:39][N:40]([CH2:43][C:44]([CH3:47])([OH:46])[CH3:45])[CH2:41][CH2:42]4)[CH:34]=[CH:35][CH:36]=3)=[N:5]2)=[CH:10][CH:11]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 580713221-[4-(3-Amino-phenyl)-piperazin-1-yl]-2-methyl-propan-2-olHCID 667107912-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine

生成物 1

HCID 667112421-(4-{3-[7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperazin-1-yl)-2-methyl-propan-2-ol収率 14.5%

試薬・触媒・溶媒 1

HCID 79001-Methoxy-2-propanol溶媒

実験手順

2-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine (125.0 mg, 0.0004350 mol), N,N-Diisopropylethylamine (0.114 mL, 0.000652 mol) and 1-[4-(3-Amino-phenyl)-piperazin-1-yl]-2-methyl-propan-2-ol (0.217 g, 0.000870 mol) were dissolved in 1-Methoxy-2-propanol (1.2 mL) and the reaction was microwaved on 300 watts, 180° C. for 40 minutes or until HPLC showed consumption of starting material. The reaction mixture was then reduced en vacuo and the product was isolated and purified by Gilson prep HPLC to provide 29.84 mg of 1-(4-{3-[7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperazin-1-yl)-2-methyl-propan-2-ol as a lyophilized powder. (M+H)=473.8. 1H NMR (400 MHz, DMSO, d6) δ 9.29 (s, 1H), 8.96 (s, 1H), 7.72 (dd, 1H, J=1.64, 5.93 Hz), 7.46 (m, 1H), 7.33 (m, 1H), 7.18 (m, 2H), 7.08 (m, 2H), 6.91 (m, 2H), 6.53 (dd, 1H, J=1.84, 6.29 Hz), 3.77 (s, 3H), 3.55 (m, 2H), 3.34 (m, 2H), 3.19 (m, 4H), 3.05 (m, 2H), 1.29 (s, 6H).

後処理

  1. customthe reaction was microwaved on 300 watts, 180° C. for 40 minutes or until HPLC
  2. customconsumption of starting material
  3. customthe product was isolated
  4. custompurified by Gilson prep HPLC

出典と根拠

ORDレコード
ord-e58acb081a2742f3a16b3928c8e5d00e
出典データセット
uspto-grants-2013_06
特許番号
US08471005B2

反応ノート

読み込み中…