Hydrochloric Acid → (4-Fluoro-2-(1H-1,2,4-triazol-1-yl)phenyl)methanamine hydrochloride

HRID 348140

反応式

HRID 348140 の反応式
[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)[CH:3]=1.[ClH:15]>C(O)C.[Pd]>[ClH:15].[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[C:4]([N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)[CH:3]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 210698804-fluoro-2-(1H-1,2,4-triazol-1-yl)benzonitrile

生成物 1

HCID 21069882(4-Fluoro-2-(1H-1,2,4-triazol-1-yl)phenyl)methanamine hydrochloride収率 99%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

Intermediate 67, 4-fluoro-2-(1H-1,2,4-triazol-1-yl)benzonitrile, (2.46 g, 13.13 mmol) was dissolved in hot ethanol (150 mL). To this was added 1N HCl (15 mL) followed by 10% Pd—C (200 mg). The mixture was treated with H2 at 55 psi for 4 h in a Parr shaker then filtered over Celite and the solvent removed under reduced pressure. The resulting residue was partitioned between ethyl acetate and water. The aqueous phase was separated and lyophilized to afford the title compound as a white powder (2.96 g, 99% yield). 1H NMR (500 MHz, CD3OD) δ ppm: 9.51 (1H, s), 8.63 (1H, s), 7.85 (1H, dd, J=8.5, 5.8 Hz), 7.68 (1H, dd, J=8.8, 2.4 Hz), 7.49 (1H, td, J=8.3, 2.4 Hz), 4.20 (2H, s). LCMS (M+H) calcd for C9H10N4F: 193.08; found: 193.16.

後処理

  1. additionThe mixture was treated with H2 at 55 psi for 4 h in a Parr shaker
  2. filtrationthen filtered over Celite
  3. customthe solvent removed under reduced pressure
  4. customThe resulting residue was partitioned between ethyl acetate and water
  5. customThe aqueous phase was separated

出典と根拠

ORDレコード
ord-a32e6bcf0e1246bd8f28e1f64c56ddc1
出典データセット
uspto-grants-2007_02
特許番号
US07176196B2

関連ノート

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