Sodium Bicarbonate → HCID 178424640、化合物

HRID 1851294ノート

反応式

HRID 1851294 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:21]=[C:22]([C:26]2[C:27]([C:36]3[CH:43]=[CH:42][C:39]([CH:40]=O)=[CH:38][CH:37]=3)=[N:28][C:29]3[N:30]([N:32]=[C:33]([CH3:35])[N:34]=3)[CH:31]=2)[CH:23]=[CH:24][CH:25]=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:21]=[C:22]([C:26]2[C:27]([C:36]3[CH:37]=[CH:38][C:39]([CH2:40][N:16]4[CH2:17][CH2:18][CH:13]([C:11]5[N:12]=[C:8]([C:4]6[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[N:3]=6)[NH:9][N:10]=5)[CH2:14][CH2:15]4)=[CH:42][CH:43]=3)=[N:28][C:29]3[N:30]([N:32]=[C:33]([CH3:35])[N:34]=3)[CH:31]=2)[CH:23]=[CH:24][CH:25]=1

参加物

8

反応物 4

HCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 867030534-[6-(3-Fluorophenyl)-2-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl]-benzaldehydeHCID 178424635HCID 178424635、化合物

生成物 1

HCID 178424640HCID 178424640、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

323 mg (1.02 mmol) 2-Methyl-6-(5-piperidine-4-yl-2H-[1,2,4]triazole-3-yl)-pyridine×2HCl are dissolved in 8.8 mL NMP. After addition of 0.34 mL triethylamine the reaction mixture is stirred for two hours. 340 mg (1.02 mmol) 4-[6-(3-Fluorophenyl)-2-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl]-benzaldehyde and 0.1 mL acetic acid are added. The reaction mixture is stirred over night at room temperature. 251 mg (1.12 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for 6 hours. The reaction mixture is treated with saturated NaHCO3. The precipitate is filtered off, washed with water and dried. After purification by preparative HPLC 13.2 mg (2.3%) of the desired product are obtained.

後処理

  1. stirringThe reaction mixture is stirred over night at room temperature
  2. stirringthe reaction mixture is stirred at room temperature for 6 hours
  3. filtrationThe precipitate is filtered off
  4. washwashed with water
  5. customdried
  6. customAfter purification by preparative HPLC 13.2 mg (2.3%) of the desired product
  7. customare obtained

出典と根拠

ORDレコード
ord-b7ae6ca73b4e4f8fbc227aa74cbc0657
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…