Sodium Bicarbonate → HCID 178432367, 화합물

HRID 1851277노트

반응식

HRID 1851277 반응식
[NH:1]1[CH2:4][CH:3]([C:5]2[NH:9][N:8]=[C:7]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=3)[N:6]=2)[CH2:2]1.[Br:16][C:17]1[N:21]2[CH:22]=[C:23]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[C:24]([C:26]3[CH:33]=[CH:32][C:29]([CH:30]=O)=[CH:28][CH:27]=3)=[N:25][C:20]2=[N:19][C:18]=1[CH3:40].[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>[Br:16][C:17]1[N:21]2[CH:22]=[C:23]([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)[C:24]([C:26]3[CH:27]=[CH:28][C:29]([CH2:30][N:1]4[CH2:4][CH:3]([C:5]5[N:6]=[C:7]([C:10]6[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=6)[NH:8][N:9]=5)[CH2:2]4)=[CH:32][CH:33]=3)=[N:25][C:20]2=[N:19][C:18]=1[CH3:40]

참가 물질

8

반응물 4

HCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 687522842-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-pyridineHCID 867030354-(3-Bromo-2-methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde

생성물 1

HCID 178432367HCID 178432367, 화합물

시약·촉매·용매 3

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

실험 절차

147.6 mg 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-pyridine×2HCl (intermediate example 44.0) are dissolved in 4.3 ml NMP. After addition of 0.16 ml triethylamine the reaction mixture is stirred for one hour. 192 mg (0.49 mmol) 4-(3-Bromo-2-methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde and 0.05 mL acetic acid are added and the reaction mixture is stirred for 23 hours at room temperature. 114.1 mg (0.54 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for three days. The reaction mixture is treated with 30 mL saturated NaHCO3 and stirred for 45 minutes. The precipitate is filtered off, washed with water and dried. After chromatography of the precipitate on silica gel (dichloromethane/methanol) 3.5 mg (1.2%) of the desired product are obtained.

후처리

  1. stirringthe reaction mixture is stirred for 23 hours at room temperature
  2. stirringthe reaction mixture is stirred at room temperature for three days
  3. stirringstirred for 45 minutes
  4. filtrationThe precipitate is filtered off
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-5c4a507dbfbb4a66a5732d05e3c08d07
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957064B2

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