Triethylamine → HCID 178424645、化合物

HRID 1851287ノート

反応式

HRID 1851287 の反応式
[NH:1]1[CH2:4][CH:3]([C:5]2[NH:9][N:8]=[C:7]([C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[N:11]=3)[N:6]=2)[CH2:2]1.C([N:19]([CH2:22]C)[CH2:20][CH3:21])C.C1([C:27]2[CH:34]=[C:33]([C:35]3[C:40]([C:41]4[CH:46]=[CH:45][C:44]([F:47])=[CH:43][CH:42]=4)=[CH:39][N:38]4[N:48]=CN=C4[N:36]=3)[CH:32]=[CH:31][C:28]=2[CH:29]=O)CC1.[BH-](OC(C)=O)(OC(C)=O)O[C:53]([CH3:55])=O.[Na+]>CN1C(=O)CCC1.C(O)(=O)C>[CH:21]1([C:20]2[N:19]=[C:22]3[N:36]=[C:35]([C:33]4[CH:34]=[CH:27][C:28]([CH2:29][N:1]5[CH2:4][CH:3]([C:5]6[N:6]=[C:7]([C:10]7[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[N:11]=7)[NH:8][N:9]=6)[CH2:2]5)=[CH:31][CH:32]=4)[C:40]([C:41]4[CH:46]=[CH:45][C:44]([F:47])=[CH:43][CH:42]=4)=[CH:39][N:38]3[N:48]=2)[CH2:55][CH2:53]1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 687534852-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-6-methylpyridineHCID 867030522-Cyclopropyl-4-[6-(4-fluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl]-benzaldehyde

生成物 1

HCID 178424645HCID 178424645、化合物収率 58.3%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

164.5 mg 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-6-methylpyridine×2HCl (60% pure) are dissolved in 4.2 mL NMP. After addition of 0.16 mL triethylamine the reaction mixture is stirred for one hour. 350 mg 2-cyclopropyl-4-[6-(4-fluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl]-benzaldehyde (50% pure) and 0.05 mL acetic acid are added. The reaction mixture is stirred overnight at room temperature. 113.8 mg (0.54 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for 18 hours. After the usual work-up and chromatography 167 mg (58.3%) of the desired product are obtained.

後処理

  1. stirringThe reaction mixture is stirred overnight at room temperature
  2. stirringthe reaction mixture is stirred at room temperature for 18 hours

出典と根拠

ORDレコード
ord-f65bfb8561a444c698cfed32a32afd99
出典データセット
uspto-grants-2015_02
特許番号
US08957064B2

反応ノート

読み込み中…