Morpholine → HCID 69059622, 화합물

HRID 730436노트

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HRID 730436 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]([OH:26])=O)=[CH:4][CH:3]=1.[C:34](Cl)(=O)C(Cl)=O.N1[CH2:45][CH2:44][O:43][CH2:42][CH2:41]1.[CH2:46]([N:48](CC)CC)[CH3:47]>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:48][CH:46]2[CH2:45][CH2:44][O:43][C:42]([CH3:41])([CH3:34])[CH2:47]2)=[O:26])=[CH:4][CH:3]=1

참가 물질

8

반응물 4

HCID 8083MorpholineHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 69055515HCID 69055515, 화합물

생성물 1

HCID 69059622HCID 69059622, 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 (250 mg, 0.570 mmol) in THF (2.5 ml) were added DMF (0.025 ml) and oxalylchloride (0.060 ml, 0.680 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 morpholine (0.0985 ml, 1.13 mmol), triethylamine (0.314 ml, 2.26 mmol) and THF (2.5 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 distilled off under reduced pressure. The residue was recrystallized from hexane and ethyl acetate to give the objective product as a solid material.

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 distilled off under reduced pressure
  9. customThe residue was recrystallized from hexane and ethyl acetate

출처 및 근거

ORD 기록
ord-a98c1f321e1d4f479bb125c361818357
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582651B2

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