Sodium Bicarbonate → HCID 178424636、化合物

HRID 1851297ノート

反応式

HRID 1851297 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.C1([C:22]2[CH:29]=[C:28]([C:30]3[C:35]([C:36]4[CH:41]=[CH:40][C:39]([F:42])=[CH:38][CH:37]=4)=[CH:34][N:33]4[N:43]=[CH:44][N:45]=[C:32]4[N:31]=3)[CH:27]=[CH:26][C:23]=2[CH:24]=O)CC1.[BH-](O[C:56]([CH3:58])=O)(OC(C)=O)OC(C)=O.[Na+].[C:60]([O-])(O)=O.[Na+]>CN1C(=O)CCC1.C(O)(=O)C.C(N(CC)CC)C>[CH:58]1([C:44]2[N:45]=[C:32]3[N:31]=[C:30]([C:28]4[CH:29]=[CH:22][C:23]([CH2:24][N:16]5[CH2:17][CH2:18][CH:13]([C:11]6[N:12]=[C:8]([C:4]7[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[N:3]=7)[NH:9][N:10]=6)[CH2:14][CH2:15]5)=[CH:26][CH:27]=4)[C:35]([C:36]4[CH:37]=[CH:38][C:39]([F:42])=[CH:40][CH:41]=4)=[CH:34][N:33]3[N:43]=2)[CH2:56][CH2:60]1

参加物

8

反応物 4

HCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 867030522-Cyclopropyl-4-[6-(4-fluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl]-benzaldehydeHCID 178424635HCID 178424635、化合物

生成物 1

HCID 178424636HCID 178424636、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

154 mg (0.49 mmol) 2-Methyl-6-(5-piperidine-4-yl-2H-[1,2,4]triazole-3-yl)-pyridine×2HCl are dissolved in 4.2 mL NMP. After addition of 0.16 mL triethylamine the reaction mixture is stirred for one hour. 350 mg (50% pure) 2-Cyclopropyl-4-[6-(4-fluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl]-benzaldehyde and 0.05 mL acetic acid are added. The reaction mixture is stirred over night at room temperature. 113 mg (0.54 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for 18 hours. The reaction mixture is treated with saturated NaHCO3 and stirred for 20 minutes. The precipitate is filtered off, washed with water and dried. After chromatography of the precipitate on silica gel (dichloromethane/methanol) 192.2 mg (63.8%) 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 18 hours
  3. stirringstirred for 20 minutes
  4. filtrationThe precipitate is filtered off
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-c33aa09a4b004be08ecfa1bbe94b705f
出典データセット
uspto-grants-2015_02
特許番号
US08957064B2

反応ノート

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