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Hydrochloric Acid → N1-(4-Chlorobenzoyl)-N2-[1-(4-pyridyl)piperidin-4-ylmethoxycarbonyl]-4-hydroxy-1,2-benzenediamine

HRID 395818
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HRID 395818 반응식
[Cl:1][C:2]1[CH:41]=[CH:40][C:5]([C:6]([NH:8][C:9]2[C:10]([NH:23][C:24]([O:26][CH:27]([CH:34]3[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]3)[C:28]3[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=3)=[O:25])=[CH:11][C:12]([O:15][Si](C(C)(C)C)(C)C)=[CH:13][CH:14]=2)=[O:7])=[CH:4][CH:3]=1.Cl>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([NH:8][C:9]2[C:10]([NH:23][C:24]([O:26][CH:27]([CH:34]3[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]3)[C:28]3[CH:29]=[CH:30][N:31]=[CH:32][CH:33]=3)=[O:25])=[CH:11][C:12]([OH:15])=[CH:13][CH:14]=2)=[O:7])=[CH:40][CH:41]=1
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 86585765N1-(4-chlorobenzoyl)-N2-[1-(4-pyridyl)piperidin-4-ylmethoxycarbony)-4-(tert-butyldimethylsilyloxy)-1,2-benzenediamine

생성물 1

HCID 86585764N1-(4-Chlorobenzoyl)-N2-[1-(4-pyridyl)piperidin-4-ylmethoxycarbonyl]-4-hydroxy-1,2-benzenediamine수율 62.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of N1-(4-chlorobenzoyl)-N2-[1-(4-pyridyl)piperidin-4-ylmethoxycarbony]-4-(tert-butyldimethylsilyloxy)-1,2-benzenediamine (97 mg, 0.16 mmol) in tetrahydrofuran (2 mL) was treated with 5 N aqueous hydrochloric acid (0.5 mL) and allowed to stand at ambient temperature for 18 h. Volatile solvents were removed in vacuo and the residue diluted with dilute sodium hydrogen carbonate solution, hexane, and methylene chloride. The mixture was sonicated 5 min then filtered. The resultant material was vacuum dried to yield 48 mg (61%) of the title compound as a white solid.

후처리

  1. customVolatile solvents were removed in vacuo
  2. additionthe residue diluted with dilute sodium hydrogen carbonate solution, hexane, and methylene chloride
  3. customThe mixture was sonicated 5 min
  4. filtrationthen filtered
  5. customdried

출처 및 근거

ORD 기록
ord-cb6df59929924d82ab614177afe2f028
출처 데이터셋
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06605626B2

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