Potassium Phosphate, Tribasic → HCID 58447668、化合物

HRID 592220ノート

反応式

HRID 592220 の反応式
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:11]=[CH:12][C:13]([NH:16][C:17](=[O:34])[CH2:18][C:19]3[CH:24]=[CH:23][C:22](B4OC(C)(C)C(C)(C)O4)=[CH:21][CH:20]=3)=[N:14][CH:15]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].Cl[C:36]1[C:41]([F:42])=[CH:40][N:39]=[CH:38][N:37]=1.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>>[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:11]=[CH:12][C:13]([NH:16][C:17](=[O:34])[CH2:18][C:19]3[CH:24]=[CH:23][C:22]([C:36]4[C:41]([F:42])=[CH:40][N:39]=[CH:38][N:37]=4)=[CH:21][CH:20]=3)=[N:14][CH:15]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

参加物

4

反応物 3

HCID 62657Potassium Phosphate, TribasicHCID 178937134-Chloro-5-fluoropyrimidineHCID 58447872N-(5-(4-acetylpiperazin-1-yl)pyridin-2-yl)-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide

生成物 1

HCID 58447668HCID 58447668、化合物

反応条件

温度
110 °C

実験手順

A mixture of N-(5-(4-acetylpiperazin-1-yl)pyridin-2-yl)-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide 196-1 (30 mg, 0.065 mmol), 4-chloro-5-fluoropyrimidine 196-2 (28 mg, 0.21 mmol) Pd(PPh3)4 (12 mg, 0.01 mmol) and K3PO4 (90 mg, 0.424 mmol) in dioaxane (0.6 mL) was flushed with nitrogen and heated to 110° C. for 2 hours. The salt was removed by filtration and the filtrate was taken to dryness by rotary evaporation. The residue was purified by reverse phase HPLC to give N-(5-(4-acetylpiperazin-1-yl)pyridin-2-yl)-2-(4-(5-fluoropyrimidin-4-yl)phenyl)acetamide 196. MS m/z 435.10 (M+1). 1H NMR 400 MHz (DMSO-d6) δ10.54 (s, 1H), 9.06 (d, 1H), 8.90 (d, 1H), 7.98 (m, 3H), 7.86 (d, 1H), 7.49 (d, 2H), 7.37 (m, 1H), 3.73 (s, 2H), 3.50 (m, 4H), 3.09 (t, 2H), 3.02 (t, 2H), 1.97 (s, 3H).

後処理

  1. customwas flushed with nitrogen
  2. customThe salt was removed by filtration
  3. customthe filtrate was taken to dryness by rotary evaporation
  4. customThe residue was purified by reverse phase HPLC

出典と根拠

ORDレコード
ord-7d1f49a45eef4f929888dd9898f3b351
出典データセット
uspto-grants-2016_01
特許番号
US09238646B2

反応ノート

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