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Acetic Acid → HCID 89649321, 화합물

HRID 2207596
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HRID 2207596 반응식
C1(S([CH:10]2[CH:20]([C:21]3[C:26]([CH3:27])=[C:25]([Br:28])[CH:24]=[CH:23][N:22]=3)[NH:19][C:12]3([CH2:16][CH2:15][N:14]([CH3:17])[C:13]3=[O:18])[CH2:11]2)(=O)=O)C=CC=CC=1.CC(C)([O-])C.[K+].C(O)(=O)C>C1COCC1>[Br:28][C:25]1[CH:24]=[CH:23][N:22]=[C:21]([C:20]2[CH2:10][CH2:11][C:12]3([CH2:16][CH2:15][N:14]([CH3:17])[C:13]3=[O:18])[N:19]=2)[C:26]=1[CH3:27]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 23665647Potassium tert-butoxide2회HCID 89649339HCID 89649339, 화합물

생성물 1

HCID 89649321HCID 89649321, 화합물수율 58.063%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To an ice cooled solution of 7-(benzenesulfonyl)-8-(4-bromo-3-methyl-2-pyridyl)-3-methyl-3,9-diazaspiro[4.4]nonan-4-one (which may be prepared as described in Description 8) (3500 mg, 7.54 mmol) in THF (5 mL) was added potassium tert-butoxide (1691 mg, 15.07 mmol) and the reaction was stirred for 1 hour. Additional KOtBu (1.7 g, 15.1 mmol) was added and the reaction was stirred at 00° C. for 1 hour, and allowed to warm to room temperature overnight. The reaction was quenched by addition of acetic acid (3.45 mL, 60.3 mmol), concentrated in vacuo and loaded onto a silica column (100 g SNAP). Elution using EtOAc gave 2-(4-bromo-3-methyl-2-pyridyl)-7-methyl-1,7-diazaspiro[4.4]non-1-en-6-one (1410 mg, 4.3762 mmol, 58.063% yield) as a pale yellow crystalline solid;

후처리

  1. stirringthe reaction was stirred at 00° C
  2. waitfor 1 hour
  3. concentrationconcentrated in vacuo
  4. washElution

출처 및 근거

ORD 기록
ord-1998c1aefb104913b4fb53b3e16707a4
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09376436B2

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