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Hydrochloric Acid → 2-((8-(Benzyloxy)-5-(6-(tert-butoxycarbonylamino)hexylamino)-1,6-naphthyridine-7-carboxamido)methyl)-5-fluorobenzoic acid

HRID 455307
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HRID 455307 반응식
[CH2:1]([O:8][C:9]1[C:10]([C:34]([NH:36][CH2:37][C:38]2[CH:48]=[CH:47][C:46]([F:49])=[CH:45][C:39]=2[C:40]([O:42]CC)=[O:41])=[O:35])=[N:11][C:12]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])=[C:13]2[C:18]=1[N:17]=[CH:16][CH:15]=[CH:14]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>C(O)C>[CH2:1]([O:8][C:9]1[C:10]([C:34]([NH:36][CH2:37][C:38]2[CH:48]=[CH:47][C:46]([F:49])=[CH:45][C:39]=2[C:40]([OH:42])=[O:41])=[O:35])=[N:11][C:12]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])=[C:13]2[C:18]=1[N:17]=[CH:16][CH:15]=[CH:14]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68009450Ethyl 2-((8-(benzyloxy)-5-(6-(tert-butoxycarbonylamino)hexylamino)-1,6-naphthyridine-7-carboxamido)methyl)-5-fluorobenzoate

생성물 1

HCID 671097012-((8-(Benzyloxy)-5-(6-(tert-butoxycarbonylamino)hexylamino)-1,6-naphthyridine-7-carboxamido)methyl)-5-fluorobenzoic acid

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

Ethyl 2-((8-(benzyloxy)-5-(6-(tert-butoxycarbonylamino)hexylamino)-1,6-naphthyridine-7-carboxamido)methyl)-5-fluorobenzoate (Example 1.3; 0.64 g; 0.96 mmol) was dissolved in ethanol (4 ml). A solution of 1N NaOH (1.5 ml) was added at room temperature. After completion of the reaction, HCl 1 N was added until pH=2-3 was reached. The solvent was evaporated under pressure. The residue was taken-up in EtOAc and washed with H2O and brine. The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated under reduced pressure. Yield: 0.592 g (96%; used in next reaction step, without further purification).

후처리

  1. additionwas added until pH=2-3
  2. customThe solvent was evaporated under pressure
  3. washwashed with H2O and brine
  4. customThe organic layer was separated
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customthe solvent was evaporated under reduced pressure
  8. customYield: 0.592 g (96%; used in next reaction step, without further purification)

출처 및 근거

ORD 기록
ord-918c2e7dd92b4cb9b81eba104e809140
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08497270B2

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