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

HRID 1247368
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HRID 1247368 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][C:29]([OH:33])=[CH:28][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][C:29]([OH:33])=[CH:28][C:27]=2[F:34])[O:23][CH2:24][CH3:25])=[CH:17][CH:18]=1)(=[NH:10])[NH2:12]
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참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 140474529benzyl N-[4-[[[2-(2,6-difluoro-4-hydroxyphenyl)-2-ethoxyacetyl]amino]methyl]benzenecarboximidoyl]carbamate

생성물 1

HCID 21905710(RS)-N-(4-carbamimidoyl-benzyl)-2-(2,6-difluoro-4-hydroxy-phenyl)-2-ethoxy-acetamide hydrochloride수율 88%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702
Ethanol
용매
2회

실험 절차

(RS)-[(4-{[2-(2,6-difluoro-4-hydroxy-phenyl)-2-ethoxy-acetylamino]-methyl}-phenyl)-imino-methyl]-carbamic acid benzyl ester (100 mg) was dissolved in EtOH (2 ml). 1.25 M HCl in EtOH (0.1 ml) was added and the mixture was hydrogenated 1.5 h at 1 atm H2 in the presence of a catalytic amount of 10% Pd/C. After filtration of the catalyst the solvent was removed to obtain 71 mg (88%) of (RS)-N-(4-carbamimidoyl-benzyl)-2-(2,6-difluoro-4-hydroxy-phenyl)-2-ethoxy-acetamide hydrochloride. White powder. MS 364.3 ([M+H]+).

후처리

  1. filtrationAfter filtration of the catalyst the solvent
  2. customwas removed

출처 및 근거

ORD 기록
ord-10edcd5089c140adb22f5a59ff4b705d
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07129238B2

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