Sulfuric Acid → HCID 71128767、化合物

HRID 629866ノート

反応式

HRID 629866 の反応式
[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

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 6342AcetonitrileHCID 65185Metaperiodic acidHCID 117702516HCID 117702516、化合物

生成物 1

HCID 71128767HCID 71128767、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-2d0c1f1e32624e0b9a65018c133ae9aa
出典データセット
uspto-grants-2016_04
特許番号
US09315518B2

反応ノート

読み込み中…