Sodium Bicarbonate → HCID 178505523, 화합물

HRID 1851281노트

반응식

HRID 1851281 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.[F:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[C:24]([C:32]3[CH:39]=[CH:38][C:35]([CH:36]=O)=[CH:34][CH:33]=3)=[N:25][C:26]3[N:27]([CH:29]=[CH:30][N:31]=3)[CH:28]=2)=[CH:19][CH:18]=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:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]2[C:24]([C:32]3[CH:39]=[CH:38][C:35]([CH2:36][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:34][CH:33]=3)=[N:25][C:26]3[N:27]([CH:29]=[CH:30][N:31]=3)[CH:28]=2)=[CH:21][CH:22]=1

참가 물질

8

반응물 4

HCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 687522842-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-pyridineHCID 867030204-[6-(4-Fluorophenyl)imidazo[1,2-a]pyrimidin-7-yl]-benzaldehyde

생성물 1

HCID 178505523HCID 178505523, 화합물

시약·촉매·용매 3

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

실험 절차

95 mg (0.35 mmol) 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-pyridine×2HCl are dissolved in 2.7 mL NMP. After addition of 0.1 mL triethylamine the reaction mixture is stirred for one hour. 100 mg (0.32 mmol) 4-[6-(4-Fluorophenyl)imidazo[1,2-a]pyrimidin-7-yl]-benzaldehyde and 0.03 mL acetic acid are added. The reaction mixture is stirred for three days at room temperature. 73 mg (0.35 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 vigorously for one hour. The precipitate is filtered off, washed with water and dried. After chromatography of the precipitate on silica gel (dichloromethane/methanol) 90 mg (54%) of the desired product are obtained.

후처리

  1. stirringThe reaction mixture is stirred for three days at room temperature
  2. stirringthe reaction mixture is stirred at room temperature for 18 hours
  3. stirringstirred vigorously for one hour
  4. filtrationThe precipitate is filtered off
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-7e1beb36d9af4b558861a866a169d5e5
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957064B2

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