Water → HCID 90314282、化合物

HRID 1523897ノート

反応式

HRID 1523897 の反応式
[NH2:1][C:2]1[C:3]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:22]=[N:23][C:24]([NH2:27])=[N:25][CH:26]=3)=[C:17]([F:28])[CH:16]=2)=[N:4][CH:5]=[N:6][CH:7]=1.[OH2:29].CC#N.C(Cl)[Cl:34].[OH2:36]>>[ClH:34].[NH2:1][C:2]1[C:3]([S:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[N:25][C:24]([NH2:27])=[N:23][CH:22]=3)=[C:17]([F:28])[CH:16]=2)(=[O:36])=[O:29])=[N:4][CH:5]=[N:6][CH:7]=1

参加物

4

反応物 3

HCID 962WaterHCID 21961003HCID 21961003、化合物HCID 90313163HCID 90313163、化合物

生成物 1

HCID 90314282HCID 90314282、化合物

実験手順

To a solution of 5-{2′-[(5-aminopyrimidin-4-yl)sulfanyl]-3-fluorobiphenyl-4-yl}-pyrimidin-2-amine (200 mg, 0.51 mmol) in MeCN/DCM/H2O (5 mL/5 mL/5 mL) were added NaIO4 (326 mg, 1.50 mmol) and RuCl3 (16 mg, 0.075 mmol). The reaction mixture was stirred at rt for 10 hours then poured into water (50 mL) and extracted with EtOAc (30 mL×3). The combined organic extracts were concentrated and purified by HPLC to give the title compound as a white solid. MS (ESI): mass calcd. for C20H15FN6O2S, 422.10; m/z found, 423.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6) δ 8.57 (s, 2H), 8.30-8.25 (m, 2H), 8.22 (s, 1H), 7.83 (m, 1H), 7.77 (m, 1H), 7.44-7.33 (m, 2H), 6.88 (d, J=9.5, 2H), 6.29 (s, 2H).

後処理

  1. extractionextracted with EtOAc (30 mL×3)
  2. concentrationThe combined organic extracts were concentrated
  3. custompurified by HPLC

出典と根拠

ORDレコード
ord-2b1d0eff80f24ddc98cd81ed01be6c7d
出典データセット
uspto-grants-2015_07
特許番号
US09079866B2

反応ノート

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