Sodium Bicarbonate → HCID 178424648、化合物

HRID 1851276ノート

反応式

HRID 1851276 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.[CH3:17][C:18]1[N:22]2[CH:23]=[C:24]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[C:25]([C:27]3[CH:34]=[CH:33][C:30]([CH:31]=O)=[CH:29][CH:28]=3)=[N:26][C:21]2=[N:20][CH:19]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].C([O-])(O)=O.[Na+]>CN1C(=O)CCC1.C(O)(=O)C.C(N(CC)CC)C>[CH3:17][C:18]1[N:22]2[CH:23]=[C:24]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[C:25]([C:27]3[CH:34]=[CH:33][C:30]([CH2:31][N:1]4[CH2:4][CH:3]([C:5]5[N:6]=[C:7]([C:10]6[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[N:11]=6)[NH:8][N:9]=5)[CH2:2]4)=[CH:29][CH:28]=3)=[N:26][C:21]2=[N:20][CH:19]=1

参加物

8

反応物 4

HCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 687534852-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-6-methylpyridineHCID 867030494-(3-Methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde

生成物 1

HCID 178424648HCID 178424648、化合物

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 8471Triethylamine溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

168 mg 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-6-methylpyridine×2HCl (intermediate example 44.1; 60% pure) are dissolved in 2.8 ml NMP. After addition of 0.1 ml triethylamine the reaction mixture is stirred for one hour. 100 mg (0.32 mmol) 4-(3-Methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde (intermediate example 12.0) and 0.03 mL acetic acid are added and the reaction mixture is stirred overnight at room temperature. 74.4 mg (0.35 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for 20 hours. The reaction mixture is treated with saturated NaHCO3 and the precipitate filtered off, washed with water and dried. After chromatography of the precipitate on silica gel (dichloromethane/methanol) 36.6 mg (21%) 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 20 hours
  3. filtrationthe precipitate filtered off
  4. washwashed with water
  5. customdried

出典と根拠

ORDレコード
ord-d78cb106d4ef4218b35f2411feb3e1d1
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…