Triethylamine → HCID 178472517、化合物

HRID 2242257ノート

反応式

HRID 2242257 の反応式
Cl.[CH2:2]([O:4][C:5]([C@H:7]1[CH2:10][C@@H:9]([NH2:11])[CH2:8]1)=[O:6])[CH3:3].C(N(CC)CC)C.[CH2:19]([C:23]1[CH:28]=[CH:27][C:26]([C:29]2[O:33][C:32]([C:34]3[CH:41]=[CH:40][C:37]([CH:38]=O)=[CH:36][CH:35]=3)=[N:31][N:30]=2)=[CH:25][CH:24]=1)[CH:20]([CH3:22])[CH3:21].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCl>[CH2:19]([C:23]1[CH:24]=[CH:25][C:26]([C:29]2[O:33][C:32]([C:34]3[CH:35]=[CH:36][C:37]([CH2:38][NH:11][C@@H:9]4[CH2:10][C@H:7]([C:5]([O:4][CH2:2][CH3:3])=[O:6])[CH2:8]4)=[CH:40][CH:41]=3)=[N:31][N:30]=2)=[CH:27][CH:28]=1)[CH:20]([CH3:22])[CH3:21]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 5049666Sodium triacetoxyborohydride2 回HCID 592042884-[5-(4-Isobutylphenyl)-1,3,4-oxadiazol-2-yl]benzaldehydeHCID 178472514HCID 178472514、化合物2 回

生成物 1

HCID 178472517HCID 178472517、化合物収率 88%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of cis-3-amino-cyclobutanecarboxylic acid ethyl ester hydrochloride (0.181 g, 1.01 mmol), triethylamine (0.10 mL, 0.72 mmol) and dichloromethane (8 mL) was stirred at room temperature for 30 minutes. 4-[5-(4-isobutylphenyl)-1,3,4-oxadiazol-2-yl]benzaldehyde (0.181 mg, 1.04 mmol) was added to the reaction mixture and stirred for 2 hours. Sodium triacetoxyborohydride (0.213 g, 1.01 mmol) was added to the reaction mixture and stirred for 16 hours. Additional cis-3-amino-cyclobutanecarboxylic acid ethyl ester hydrochloride (0.100 mg, 0.773 mmol) and sodium triacetoxyborohydride (0.213 g, 1.01 mmol) was added to the reaction mixture and stirred for 72 hours. The reaction mixture was concentrated in vacuo and the resulting residue was triturated with water, filtered and dried to provide the title compound (0.303 g, 88% yield) as a white solid.

後処理

  1. stirringstirred for 2 hours
  2. stirringstirred for 16 hours
  3. stirringstirred for 72 hours
  4. concentrationThe reaction mixture was concentrated in vacuo
  5. customthe resulting residue was triturated with water
  6. filtrationfiltered
  7. customdried

出典と根拠

ORDレコード
ord-f91ff40ccba045b4aa7509e4f2fa1e47
出典データセット
uspto-grants-2010_03
特許番号
US07671043B2

反応ノート

読み込み中…