Sodium Bicarbonate → HCID 178424640, 화합물

HRID 1851294노트

반응식

HRID 1851294 반응식
[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

참가 물질

8

반응물 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, 화합물

생성물 1

HCID 178424640HCID 178424640, 화합물

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 8471Triethylamine용매HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b7ae6ca73b4e4f8fbc227aa74cbc0657
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957064B2

반응 노트

불러오는 중…