Hydrochloric Acid → 3-{5-[5-(4-Isobutyl-phenyl)-[1,2,4]oxadiazol-3-yl]-pyridin-2-ylamino}-cyclobutanecarboxylic acid hydrochloride

HRID 2242260ノート

反応式

HRID 2242260 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([CH2:19][CH:20]([CH3:22])[CH3:21])=[CH:15][CH:14]=3)[O:10][N:9]=2)=[CH:4][N:3]=1.Cl.C([O:26][C:27]([C@H:29]1[CH2:32][C@@H:31]([NH2:33])[CH2:30]1)=[O:28])C.OP([O-])([O-])=O.[K+].[K+].[OH-].[Na+].Cl>O.CS(C)=O>[ClH:1].[CH2:19]([C:16]1[CH:17]=[CH:18][C:13]([C:11]2[O:10][N:9]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([NH:33][CH:31]4[CH2:32][CH:29]([C:27]([OH:28])=[O:26])[CH2:30]4)=[N:3][CH:4]=3)[N:12]=2)=[CH:14][CH:15]=1)[CH:20]([CH3:22])[CH3:21]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24450Potassium Phosphate, DibasicHCID 592042672-Chloro-5-[5-(4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridineHCID 178472514HCID 178472514、化合物

生成物 1

HCID 686492023-{5-[5-(4-Isobutyl-phenyl)-[1,2,4]oxadiazol-3-yl]-pyridin-2-ylamino}-cyclobutanecarboxylic acid hydrochloride収率 86%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

A solution of 2-chloro-5-[5-(4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridine (50 mg, 0.16 mmol), cis-3-amino-cylcobutanecarboxylic acid ethyl ester, hydrochloride (57.1 mg, 0.319 mmol), potassium phosphate dibasic (58.3 mg, 0.335 mmol) and DMSO (5 mL) was stirred in a sealed tube in the microwave at 200° C. for 10 minutes. The reaction mixture was cooled to room temperature and concentrated in vacuo. The resulting residue was dissolved in EtOH (3 mL). NaOH (19 mg, 0.478 mmol) and water (2 mL) were added to the reaction mixture and stirred in a sealed tube in the microwave at 180° C. for 10 minutes. The reaction mixture was cooled to room temperature, acidified with 1N HCl (5 mL), filtered and dried to provide the title compound (59 mg, 86% yield) as a solid.

後処理

  1. concentrationconcentrated in vacuo
  2. dissolutionThe resulting residue was dissolved in EtOH (3 mL)
  3. temperatureThe reaction mixture was cooled to room temperature
  4. filtrationfiltered
  5. customdried

出典と根拠

ORDレコード
ord-2019c6b59a29447089fb13a6878b8b61
出典データセット
uspto-grants-2010_03
特許番号
US07671043B2

反応ノート

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