Potassium Carbonate → HCID 16753678、化合物

HRID 1992434ノート

反応式

HRID 1992434 の反応式
[NH2:1][C:2]1[C:3]2[N:4]([C:8](=[S:28])[NH:9][C:10]=2[C:11]2[C:20]([F:21])=[C:19]3[C:14]([CH:15]=[CH:16][C:17]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)=[N:18]3)=[CH:13][CH:12]=2)[CH:5]=[CH:6][N:7]=1.Cl[C:30]1[N:35]=[CH:34][CH:33]=[CH:32][N:31]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[F:21][C:20]1[C:11]([C:10]2[N:9]=[C:8]([S:28][C:30]3[N:35]=[CH:34][CH:33]=[CH:32][N:31]=3)[N:4]3[CH:5]=[CH:6][N:7]=[C:2]([NH2:1])[C:3]=23)=[CH:12][CH:13]=[C:14]2[C:19]=1[N:18]=[C:17]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH:16]=[CH:15]2

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 744042-ChloropyrimidineHCID 167536808-Amino-1-(8-fluoro-2-phenyl-quinolin-7-yl)-imidazo[1,5-a]pyrazine-3-thiol

生成物 1

HCID 16753678HCID 16753678、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

A 10 mL microwave vessel was charged with a solution of 8-amino-1-(8-fluoro-2-phenyl-quinolin-7-yl)-2H-imidazo[1,5-a]pyrazine-3-thione (10 mg, 0.00002 mol), 2-chloropyrimidine (0.0059 g, 0.000052 mol) and potassium carbonate (0.011 g, 0.000077 mol) in DMF. The reaction mixture was heated in the microwave at 100° C. for 10 min followed by 120° C. for 10 min to get full consumption of SM. The reaction mixture was concentrated in vacuo. Purification by Gilson HPLC eluting with 10→60% acetonitrile: H2O afforded the title compound as a light yellow solid. 1H NMR (400 MHz, CDCl3): δ=7.07 (t, J=4.93 Hz, 1H), 7.21 (d, J=5.05 Hz, 1H), 7.48-7.59 (m, 4H), 7.74-7.85 (m, 2H), 8.04 (d, J=8.59 Hz, 1H), 8.25 (dd, J=8.21, 1.39 Hz, 2H), 8.31 (dd, J=8.72, 1.39 Hz, 1H), 8.50 (d, J=4.80 Hz, 2H). MS(ES+): m/z 465.98 (100)[MH+]. HPLC: tR=2.75 min (Open Lynx polar—5 min).

後処理

  1. customto get full
  2. customconsumption of SM
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customPurification by Gilson HPLC
  5. washeluting with 10→60% acetonitrile

出典と根拠

ORDレコード
ord-4d1ad5b9c283490fb9e10ea76ad71019
出典データセット
uspto-grants-2010_01
特許番号
US07648987B2

反応ノート

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