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Hydrochloric Acid → HCID 58138817, 화합물

HRID 1677700
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HRID 1677700 반응식
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][NH:15][C:16]([C:18]2[C:19]3[CH:20]=[N:21][N:22]([C:27]4[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=4)[C:23]=3[CH:24]=[CH:25][CH:26]=2)=[O:17])=[CH:10][N:9]=1)(C)(C)C.C(OC(=O)NC1C=CC(CN)=CN=1)(C)(C)C.Cl.O1CCOCC1>>[NH2:7][C:8]1[N:9]=[CH:10][C:11]([CH2:14][NH:15][C:16]([C:18]2[C:19]3[CH:20]=[N:21][N:22]([C:27]4[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=4)[C:23]=3[CH:24]=[CH:25][CH:26]=2)=[O:17])=[CH:12][CH:13]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 42553118tert-butyl N-(5-(aminomethyl)pyridin-2-yl)carbamateHCID 58138908HCID 58138908, 화합물

생성물 1

HCID 58138817HCID 58138817, 화합물

실험 절차

[5-({[1-(4-Fluoro-phenyl)-1H-indazole-4-carbonyl]-amino}-methyl)-pyridin-2-yl]-carbamic acid tert-butyl ester (0.200 g, 0.433 mmol) synthesized as described in Example 4, via the acid chloride and tert-butyl[5-(aminomethyl)pyridine-2-yl]carbamate) was treated with a solution of 4 N HCl in dioxane (5 mL, 20 mmol) and stirred for 6 hours at room temperature. A solid was obtained by filtration, and partitioned between saturated aqueous NaHCO3 (10 mL) and ethyl acetate (10 mL). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (2×10 mL). The combined organic layers were dried over MgSO4, filtered and concentrated in vacuo. The resulting solid was triturated with ethyl acetate (1 mL), filtered and air dried to afford the title compound as a white crystalline solid.

후처리

  1. customA solid was obtained by filtration
  2. custompartitioned between saturated aqueous NaHCO3 (10 mL) and ethyl acetate (10 mL)
  3. customThe organic layer was separated
  4. extractionthe aqueous layer was extracted with ethyl acetate (2×10 mL)
  5. dry with materialThe combined organic layers were dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe resulting solid was triturated with ethyl acetate (1 mL)
  9. filtrationfiltered
  10. customair dried

출처 및 근거

ORD 기록
ord-9c82e2d144524380aff52fbdf9cb6b19
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08008327B2

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