Triethylamine → HCID 12001815, 화합물

HRID 656465노트

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HRID 656465 반응식
[O:1]1[C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=[CH:2]1.[NH:9]1[CH2:13][CH2:12][C:11]2([N:18]3[CH:19]=[N:20][CH:21]=[C:17]3[CH2:16][CH2:15][CH2:14]2)[CH2:10]1.C(N(CC)CC)C.C(=O)([O-])O.[Na+]>ClCCl>[O:1]1[C:5]([C:6]([N:9]2[CH2:13][CH2:12][C:11]3([N:18]4[CH:19]=[N:20][CH:21]=[C:17]4[CH2:16][CH2:15][CH2:14]3)[CH2:10]2)=[O:8])=[CH:4][N:3]=[CH:2]1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 16340557Oxazole-5-carboxylic AcidHCID 685753067,8-dihydro-6H-spiro[imidazo[1,5-a]pyridine-5,3'-pyrrolidine]

생성물 1

HCID 12001815HCID 12001815, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

1.5 mmol of oxazole-5-carboxylic acid [118994-90-4] are dissolved in 5 ml of dichloro-methane and the solution is admixed at 0° C. with 1.6 mmol of chlorenamine. The reaction solution is subsequently stirred at room temperature for an hour and then added dropwise at 0° C. to a solution of 1 mmol of 7,8-dihydro-6H-spiro[imidazo[1,5-a]pyridine-5,3′-pyrrolidine] (Example 3a) and 2 mmol of triethylamine in 5 ml of dichloromethane. The reaction mixture is subsequently stirred at room temperature for 3 hours, poured into saturated aqueous sodium hydrogen carbonate solution and extracted with dichloromethane (3×). The combined organic extracts are washed with brine, dried with sodium sulphate and evaporated. From the residue the title compound is identified by means of flash chromatography (SiO2 60 F) on the basis of the Rf value.

후처리

  1. customis admixed at 0° C. with 1.6 mmol of chlorenamine
  2. stirringThe reaction mixture is subsequently stirred at room temperature for 3 hours
  3. extractionextracted with dichloromethane (3×)
  4. washThe combined organic extracts are washed with brine
  5. dry with materialdried with sodium sulphate
  6. customevaporated

출처 및 근거

ORD 기록
ord-3410cf97abe74e1682f331873a2a010f
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071773B2

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