Water → HCID 90314282, 화합물

HRID 1523897노트

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HRID 1523897 반응식
[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

참가 물질

4

반응물 3

HCID 962WaterHCID 21961003HCID 21961003, 화합물HCID 90313163HCID 90313163, 화합물

생성물 1

HCID 90314282HCID 90314282, 화합물

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-2b1d0eff80f24ddc98cd81ed01be6c7d
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09079866B2

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