Sodium Bicarbonate → HCID 178432375, 화합물

HRID 1851295노트

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HRID 1851295 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][N: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)[CH:3]=1.[F:19][C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:21]=1[C:27]1[C:28]([C:37]2[CH:44]=[CH:43][C:40]([CH:41]=O)=[CH:39][CH:38]=2)=[N:29][C:30]2[N:31]([N:33]=[C:34]([CH3:36])[N:35]=2)[CH:32]=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>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[NH:9][N:10]=[C:11]([CH:13]3[CH2:18][CH2:17][N:16]([CH2:41][C:40]4[CH:39]=[CH:38][C:37]([C:28]5[C:27]([C:21]6[CH:22]=[CH:23][C:24]([F:26])=[CH:25][C:20]=6[F:19])=[CH:32][N:31]6[N:33]=[C:34]([CH3:36])[N:35]=[C:30]6[N:29]=5)=[CH:44][CH:43]=4)[CH2:15][CH2:14]3)[N:12]=2)[CH:3]=1

참가 물질

8

반응물 4

HCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 867030514-[6-(2,4-Difluorophenyl)-2-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl]-benzaldehydeHCID 178478250HCID 178478250, 화합물

생성물 1

HCID 178432375HCID 178432375, 화합물

시약·촉매·용매 3

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

실험 절차

192 mg (0.57 mmol) 4-Chloro-2-(5-piperidine-4-yl-2H-[1,2,4]triazole-3-yl)-pyridine×2HCl are dissolved in 4.8 mL NMP. After addition of 0.19 mL triethylamine the reaction mixture is stirred for one hour. 200 mg (0.57 mmol) 4-[6-(2,4-Difluorophenyl)-2-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl]-benzaldehyde and 0.06 mL acetic acid are added. The reaction mixture is stirred over night at room temperature. 133 mg (0.63 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for 5 hours. The reaction mixture is treated with saturated NaHCO3. The precipitate is filtered off, washed with water and dried. After chromatography of the precipitate on silica gel (dichloromethane/methanol) 99.1 mg (27.6%) 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 5 hours
  3. filtrationThe precipitate is filtered off
  4. washwashed with water
  5. customdried

출처 및 근거

ORD 기록
ord-cfaad6cb63014a1b8ddfda59dd95a70b
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957064B2

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