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Dibutyltin oxide → Ammonia

HRID 2217906
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HRID 2217906 반응식
ClC1C=CC2[N:8]=C(C)C=CC=2C=1C(O)=O.[Cl:16][C:17]1[C:18]([NH:34][C:35](=[O:43])[CH2:36][CH:37]2[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]2)=[C:19]2[C:24](=[CH:25][CH:26]=1)[N:23]=[C:22]([N:27]1[CH2:31][CH2:30][C@@H:29]([C:32]#[N:33])[CH2:28]1)[CH:21]=[CH:20]2.C([Sn](=O)CCCC)CCC.[N:54]([Si](C)(C)C)=[N+:55]=[N-:56]>>[NH3:8].[Cl:16][C:17]1[C:18]([NH:34][C:35](=[O:43])[CH2:36][CH:37]2[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]2)=[C:19]2[C:24](=[CH:25][CH:26]=1)[N:23]=[C:22]([N:27]1[CH2:31][CH2:30][C@@H:29]([C:32]3[NH:56][N:55]=[N:54][N:33]=3)[CH2:28]1)[CH:21]=[CH:20]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 61221Dibutyltin oxideHCID 78378AzidotrimethylsilaneHCID 11651470HCID 11651470, 화합물HCID 68809670N-[6-Chloro-2-[(3R)-3-cyano-1-pyrrolidinyl]-5-quinolinyl]-cyclohexaneacetamide

생성물 2

HCID 222AmmoniaHCID 178520228HCID 178520228, 화합물

실험 절차

Prepared according to the method of example 98 (b), using N-[6-chloro-2-[(3R)-3-cyano-1-pyrrolidinyl]-5-quinolinyl]-cyclohexaneacetamide (example 100 (a)) (66 mg), dibutyltin oxide (9 mg) and azidotrimethylsilane (0.06 mL). The residue was purified by ion exchange column (Varian NH2 cartridge, methanol then 3% acetic acid in methanol as eluant). Further purification by ion exchange column (Varian SCX cartridge, methanol then 7N ammonia in methanol as eluant) gave the title compound as a solid (11 mg).

후처리

  1. customPrepared
  2. customThe residue was purified by ion exchange column (Varian NH2 cartridge, methanol
  3. customFurther purification by ion exchange column (Varian SCX cartridge, methanol

출처 및 근거

ORD 기록
ord-b49aa3d71fd7414fb30c93bad617487f
출처 데이터셋
uspto-grants-2008_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07408065B2

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