Sulfuric Acid → HCID 71128767, 화합물

HRID 629866노트

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HRID 629866 반응식
[F:1][C:2]1([F:33])[CH2:4][CH:3]1[CH2:5][N:6]1[C:14]2[C:9](=[N:10][C:11]([C:15]3[CH:16]4[CH2:22][CH2:21][CH:19]([CH:20]=3)[N:18](C3C=CC(OC)=CC=3)[CH2:17]4)=[CH:12][CH:13]=2)[N:8]([CH3:31])[C:7]1=[O:32].CC#N.OS(O)(=O)=O.I(O)(=O)(=O)=O>O>[CH:19]12[CH2:21][CH2:22][CH:16]([C:15]([C:11]3[N:10]=[C:9]4[N:8]([CH3:31])[C:7](=[O:32])[N:6]([CH2:5][CH:3]5[CH2:4][C:2]5([F:1])[F:33])[C:14]4=[CH:13][CH:12]=3)=[CH:20]1)[CH2:17][NH:18]2

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 6342AcetonitrileHCID 65185Metaperiodic acidHCID 117702516HCID 117702516, 화합물

생성물 1

HCID 71128767HCID 71128767, 화합물

시약·촉매·용매 1

HCID 962Water용매

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온도
50 °C

실험 절차

1-[(2,2-Difluorocyclopropyl)methyl]-5-[2-(4-methoxyphenyl)-2-azabicyclo-[2.2.2]oct-5-en-5-yl]-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (6-2, 52 mg, 0.12 mmol, 1.0 equiv) was added to CH3CN (1 mL) and water (1 mL). To this suspension was added aqueous H2SO4 (115 μL, 0.12 mmol, 1.0 equiv, 1.0 M) followed by periodic acid in one portion (26 mg, 0.12 mmol, 1.0 equiv). The reaction contents were heated to 50° C. for 18 h. Following this duration, LCMS showed consumption of starting material. The mixture was subsequently filtered through Celite, rinsed with CH3CN and purified by reverse-phase HPLC (10-90% CH3CN:H2O) to give 6-3 as an off-white solid. MS m/z (M+H): calculated=346.4; observed=347.1.

후처리

  1. customThe reaction contents
  2. customconsumption of starting material
  3. filtrationThe mixture was subsequently filtered through Celite
  4. washrinsed with CH3CN
  5. custompurified by reverse-phase HPLC (10-90% CH3CN:H2O)

출처 및 근거

ORD 기록
ord-2d0c1f1e32624e0b9a65018c133ae9aa
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315518B2

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