Acetic Acid → HCID 86635665, 화합물

HRID 2388677노트

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HRID 2388677 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]2[S:14][C:15]([CH:17]=O)=[CH:16][C:10]=2[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].C(O)(=O)C>C1COCC1>[N:19]1([CH2:17][C:15]2[S:14][C:11]3[CH2:12][CH2:13][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9][C:10]=3[CH:16]=2)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 5049666Sodium triacetoxyborohydrideHCID 11845085tert-butyl 2-formyl-4H,5H,6H,7H-thieno[3,2-c]pyridine-5-carboxylate

생성물 1

HCID 86635665HCID 86635665, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

5-(tert-Butoxycarbonyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carbalde-hyde (440 mg, 1.65 mmol) and piperidine (0.18 ml, 1.81 mmol) were dissolved in THF (10 ml), and NaBH(OAc)3 (523 mg, 2.47 mmol) and glacial acetic acid (94 μl, 1.65 mmol) were added. This mixture was stirred under a nitrogen atmosphere at room temperature for 24 hours. The solvent was then distilled off in vacuo and the residue was taken up in ethyl acetate (25 ml). The solution obtained was washed with NaHCO3 solution and NaCl solution and the combined organic phases were dried with Na2SO4, filtered and concentrated in vacuo. The crude product (580 mg) was employed directly in the next stage without further purification.

후처리

  1. distillationThe solvent was then distilled off in vacuo
  2. customThe solution obtained
  3. washwas washed with NaHCO3 solution and NaCl solution
  4. dry with materialthe combined organic phases were dried with Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe crude product (580 mg) was employed directly in the next stage without further purification

출처 및 근거

ORD 기록
ord-9da13eaea69e4af3a02f029d29b7fe50
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08268814B2

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