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Hydrochloric Acid → (RS)-N-(4-carbamimidoyl-benzyl)-2-(2,6-difluoro-3-hydroxy-phenyl)-2-ethoxy-acetamide hydrochloride

HRID 1247384
ノート
印刷プレビュー

反応式

HRID 1247384 の反応式
C(OC(=O)[NH:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([CH2:19][NH:20][C:21](=[O:35])[CH:22]([C:26]2[C:31]([F:32])=[CH:30][CH:29]=[C:28]([OH:33])[C:27]=2[F:34])[O:23][CH2:24][CH3:25])=[CH:15][CH:14]=1)=[NH:12])C1C=CC=CC=1.[ClH:37]>CCO.[Pd]>[ClH:37].[C:11]([C:13]1[CH:14]=[CH:15][C:16]([CH2:19][NH:20][C:21](=[O:35])[CH:22]([C:26]2[C:31]([F:32])=[CH:30][CH:29]=[C:28]([OH:33])[C:27]=2[F:34])[O:23][CH2:24][CH3:25])=[CH:17][CH:18]=1)(=[NH:10])[NH2:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 140474512benzyl N-[4-[[[2-(2,6-difluoro-3-hydroxyphenyl)-2-ethoxyacetyl]amino]methyl]benzenecarboximidoyl]carbamate

生成物 1

HCID 21905430(RS)-N-(4-carbamimidoyl-benzyl)-2-(2,6-difluoro-3-hydroxy-phenyl)-2-ethoxy-acetamide hydrochloride収率 87%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol
溶媒
2 回

実験手順

(RS)-[(4-{[2-(2,6-Difluoro-3-hydroxy-phenyl)-2-ethoxy-acetylamino]-methyl}-phenyl)-imino-methyl]-carbamic acid benzyl ester (250 mg) was dissolved in EtOH (20 ml) and 0.9 N HCl in EtOH (5 ml) was added. After 10 min stirring 10% Pd/C (11 mg) was added and the mixture was hydrogenated 2 h at rt under 1 atm H2. Filtration, evaporation of the solvent and trituration with MeCN (4 ml) afforded the solid product that was washed with two portions of Et2O (5 ml). After drying on the vacuum at 50° C. 175 mg (87%) of (RS)-N-(4-carbamimidoyl-benzyl)-2-(2,6-difluoro-3-hydroxy-phenyl)-2-ethoxy-acetamide hydrochloride were obtained. White solid. MS 364.0 ([M+H]+).

後処理

  1. additionwas added
  2. filtrationFiltration, evaporation of the solvent and trituration with MeCN (4 ml)
  3. customafforded the solid product that
  4. washwas washed with two portions of Et2O (5 ml)
  5. customAfter drying on the vacuum at 50° C

出典と根拠

ORDレコード
ord-aeb32a17f4794ab589d6ad179bdcf7ed
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07129238B2

反応ノート

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