Triethylamine → HCID 69054588, 화합물

HRID 730439노트

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HRID 730439 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[N:9]2[C:13]3=[N:14][C:15]([CH3:19])=[CH:16][C:17]([CH3:18])=[C:12]3[C:11]([C:20]#[N:21])=[C:10]2/[CH:22]=[CH:23]/[C:24](O)=[O:25])=[CH:4][CH:3]=1.[C:34](Cl)(=O)C(Cl)=O.CN(C)C[CH2:43][CH2:44][CH3:45].C([N:49]([CH2:52][CH3:53])CC)C>C1COCC1.O.CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[N:9]2[C:13]3=[N:14][C:15]([CH3:19])=[CH:16][C:17]([CH3:18])=[C:12]3[C:11]([C:20]#[N:21])=[C:10]2/[CH:22]=[CH:23]/[C:24]([NH:49][CH2:52][CH2:53][C:44]([CH3:43])([CH3:45])[CH3:34])=[O:25])=[CH:4][CH:3]=1

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 13563N,N-DimethylbutylamineHCID 65578Oxalyl chlorideHCID 69055515HCID 69055515, 화합물

생성물 1

HCID 69054588HCID 69054588, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of (2E)-3-{1-[bis(4-fluorophenyl)methyl]-3-cyano-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridin-2-yl}prop-2-enoic acid (200 mg, 0.451 mmol) in THF (2 ml) were added DMF (0.020 ml) and oxalylchloride (0.0471 ml, 0.540 mmol), the mixture was stirred at room temperature for 1 hour and the solvent was distilled off under reduced pressure. The residue was added under ice-cooling to a solution of dimethylbutylamine (121 mg, 0.900 mmol), triethylamine (0.251 ml, 1.80 mmol) and THF (2 ml), and the mixture was stirred under ice-cooling for 2 hours and at room temperature for 12 hours. The reaction solution was poured into water and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was recrystallized from hexane and ethyl acetate. Yield (amount) 190 mg, yield (rate) 74.1%

후처리

  1. distillationthe solvent was distilled off under reduced pressure
  2. additionThe residue was added under ice-
  3. stirringthe mixture was stirred under ice-
  4. temperaturecooling for 2 hours and at room temperature for 12 hours
  5. extractionextracted with ethyl acetate
  6. washThe extract was washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationthe solvent was distilled off under reduced pressure
  9. customThe residue was recrystallized from hexane and ethyl acetate
  10. customYield (amount) 190 mg
  11. customyield (rate) 74.1%

출처 및 근거

ORD 기록
ord-616a7a9ffcd54d2b984178bee41077b2
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582651B2

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