Diisopropylethylamine → HCID 67319417、化合物

HRID 245374

反応式

HRID 245374 の反応式
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

参加物

6

反応物 3

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

生成物 1

HCID 67319417HCID 67319417、化合物収率 102.2%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6144bb6c74bc472fad7fe332aca65051
出典データセット
uspto-grants-2014_02
特許番号
US08658641B2

関連ノート

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