Diisopropylethylamine → HCID 67319417, 화합물

HRID 245374

반응식

HRID 245374 반응식
F[C:2]1[C:3]([C:9]([OH:11])=[O:10])=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1.[CH3:12][C@H:13]1[O:18][C@@H:17]([CH3:19])[CH2:16][NH:15][CH2:14]1.CCN(C(C)C)C(C)C>C1COCC1.CCOC(C)=O>[CH3:19][C@@H:17]1[CH2:16][N:15]([C:2]2[C:3]([C:9]([OH:11])=[O:10])=[N:4][CH:5]=[C:6]([F:8])[CH:7]=2)[CH2:14][C@H:13]([CH3:12])[O:18]1

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 6415002,6-Dimethylmorpholine, cis-HCID 27832623,5-Difluoropyridine-2-carboxylic acid

생성물 1

HCID 67319417HCID 67319417, 화합물수율 102.2%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 3,5-difluoropicolinic acid (20.5 g, 128.86 mmol), cis-2,6-dimethylmorpholine (63.5 ml, 515.43 mmol) and DIEA (45.0 ml, 257.72 mmol) in THF (200 ml) was stirred at room temperature for 3 days. The mixture was diluted with EtOAc and extracted 3 times with aqueous Na2CO3. The aqueous layer was acidified with 1N HCl to bring pH to about 3 and was then saturated with NaCl before being extracted 10 times with EtOAc. The EtOAc layers were dried (MgSO4) and solvent was removed to give 33.5 g of product as a solid.

후처리

  1. extractionextracted 3 times with aqueous Na2CO3
  2. extractionsaturated with NaCl before being extracted 10 times with EtOAc
  3. dry with materialThe EtOAc layers were dried (MgSO4) and solvent
  4. customwas removed

출처 및 근거

ORD 기록
ord-6144bb6c74bc472fad7fe332aca65051
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658641B2

연결된 노트

불러오는 중…