Triethylamine → HCID 178472519、化合物

HRID 2242262ノート

反応式

HRID 2242262 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][N:32]=[C:31]([C:34]3[CH:35]=[C:36]([CH:39]=[CH:40][CH:41]=3)[CH:37]=O)[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+]>C(OCC)(=O)C.C(O)(=O)C.C1COCC1>[CH2:2]([O:4][C:5]([C@H:7]1[CH2:10][C@@H:9]([NH:11][CH2:37][C:36]2[CH:39]=[CH:40][CH:41]=[C:34]([C:31]3[N:30]=[C:29]([C:26]4[CH:27]=[CH:28][C:23]([CH2:19][CH:20]([CH3:22])[CH3:21])=[CH:24][CH:25]=4)[O:33][N:32]=3)[CH:35]=2)[CH2:8]1)=[O:6])[CH3:3]

参加物

8

反応物 4

HCID 8471TriethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 592043053-[5-(4-Isobutylphenyl)-1,2,4-oxadiazol-3-yl]benzaldehydeHCID 178472514HCID 178472514、化合物

生成物 1

HCID 178472519HCID 178472519、化合物収率 83%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of cis-3-amino-cyclobutanecarboxylic acid ethyl ester hydrochloride (34 mg, 0.189 mmol), triethyl amine (39.5 uL, 0.284 mmol) and THF (1.7 mL) was stirred at ambient temperature for 30 minutes. Acetic acid (300 uL) and 3-[5-(4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]benzaldehyde (58 mg, 0.189 mmol) were added to the reaction mixture and stirred for 30 minutes. Sodium triacetoxy borohydride (80 mg, 0.379 mmol) was added to the mixture and stirred for 18 hours. The reaction was diluted with ethyl acetate, washed with saturated sodium bicarbonate and the organic layer was separated and concentrated in vacuo. Purification by flash chromatography (silica, 1:99 to 1:9 MeOH:chloroform) provided the title compound (68 mg, 83% yield) as a solid.

後処理

  1. stirringstirred for 18 hours
  2. washwashed with saturated sodium bicarbonate
  3. customthe organic layer was separated
  4. concentrationconcentrated in vacuo
  5. customPurification by flash chromatography (silica, 1:99 to 1:9 MeOH:chloroform)

出典と根拠

ORDレコード
ord-04f2e2f5cb6945a0a2469ceb0632700a
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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