Sodium Bicarbonate → HCID 178424638、化合物

HRID 1851301ノート

反応式

HRID 1851301 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]2[NH:9][N:10]=[C:11]([CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[N:12]=2)[N:3]=1.[F:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26]1[C:27]([C:35]2[CH:42]=[CH:41][C:38]([CH:39]=O)=[CH:37][CH:36]=2)=[N:28][C:29]2[N:30]([CH:32]=[CH:33][N:34]=2)[CH:31]=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>[F:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26]1[C:27]([C:35]2[CH:36]=[CH:37][C:38]([CH2:39][N:16]3[CH2:17][CH2:18][CH:13]([C:11]4[N:12]=[C:8]([C:4]5[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[N:3]=5)[NH:9][N:10]=4)[CH2:14][CH2:15]3)=[CH:41][CH:42]=2)=[N:28][C:29]2[N:30]([CH:32]=[CH:33][N:34]=2)[CH:31]=1

参加物

8

反応物 4

HCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 867030224-[6-(2-Fluorophenyl)-imidazo[1,2-a]pyrimidin-7-yl]-benzaldehydeHCID 178424635HCID 178424635、化合物

生成物 1

HCID 178424638HCID 178424638、化合物収率 20.3%

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

398.6 mg (1.26 mmol) 2-Methyl-6-(5-piperidine-4-yl-2H-[1,2,4]triazole-3-yl)pyridine×2HCl are dissolved in 10.9 mL NMP. After addition of 0.42 mL triethylamine the reaction mixture is stirred for one hour. 400 mg (1.26 mmol) 4-[6-(2-Fluorophenyl)-imidazo[1,2-a]pyrimidin-7-yl]-benzaldehyde and 0.13 mL acetic acid are added. The reaction mixture is stirred over night at room temperature. 293.9 mg (1.39 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for 22 hours. The reaction mixture is treated with saturated NaHCO3 and stirred for 60 minutes. The precipitate is filtered off, washed with water, dried and purified by HPLC yielding 139.1 mg (19.3%) of the title compound.

後処理

  1. stirringThe reaction mixture is stirred over night at room temperature
  2. stirringthe reaction mixture is stirred at room temperature for 22 hours
  3. stirringstirred for 60 minutes
  4. filtrationThe precipitate is filtered off
  5. washwashed with water
  6. customdried
  7. custompurified by HPLC

出典と根拠

ORDレコード
ord-54ba4e8338834b0f8e6a94459efed8a3
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…