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

HRID 1247384
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HRID 1247384 반응식
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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702
Ethanol
용매
2회

실험 절차

(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]+).

후처리

  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

출처 및 근거

ORD 기록
ord-aeb32a17f4794ab589d6ad179bdcf7ed
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07129238B2

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