Sodium Bicarbonate → HCID 178432367、化合物

HRID 1851277ノート

反応式

HRID 1851277 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]=[CH:12][N:11]=3)[N:6]=2)[CH2:2]1.[Br:16][C:17]1[N:21]2[CH:22]=[C:23]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[C:24]([C:26]3[CH:33]=[CH:32][C:29]([CH:30]=O)=[CH:28][CH:27]=3)=[N:25][C:20]2=[N:19][C:18]=1[CH3:40].[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>[Br:16][C:17]1[N:21]2[CH:22]=[C:23]([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)[C:24]([C:26]3[CH:27]=[CH:28][C:29]([CH2:30][N:1]4[CH2:4][CH:3]([C:5]5[N:6]=[C:7]([C:10]6[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=6)[NH:8][N:9]=5)[CH2:2]4)=[CH:32][CH:33]=3)=[N:25][C:20]2=[N:19][C:18]=1[CH3:40]

参加物

8

反応物 4

HCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 687522842-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-pyridineHCID 867030354-(3-Bromo-2-methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde

生成物 1

HCID 178432367HCID 178432367、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

147.6 mg 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-pyridine×2HCl (intermediate example 44.0) are dissolved in 4.3 ml NMP. After addition of 0.16 ml triethylamine the reaction mixture is stirred for one hour. 192 mg (0.49 mmol) 4-(3-Bromo-2-methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde and 0.05 mL acetic acid are added and the reaction mixture is stirred for 23 hours at room temperature. 114.1 mg (0.54 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for three days. The reaction mixture is treated with 30 mL saturated NaHCO3 and stirred for 45 minutes. The precipitate is filtered off, washed with water and dried. After chromatography of the precipitate on silica gel (dichloromethane/methanol) 3.5 mg (1.2%) of the desired product are obtained.

後処理

  1. stirringthe reaction mixture is stirred for 23 hours at room temperature
  2. stirringthe reaction mixture is stirred at room temperature for three days
  3. stirringstirred for 45 minutes
  4. filtrationThe precipitate is filtered off
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-5c4a507dbfbb4a66a5732d05e3c08d07
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…