Potassium Carbonate → N-[1-(2-Cyclopropyl-1-methylethyl)piperidin-4-yl]-6-(3-fluorophenyl)nicotinamide

HRID 602087

반응식

HRID 602087 반응식
[CH:1]1([CH2:4][C:5](=O)[CH3:6])[CH2:3][CH2:2]1.[F:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:29]=[CH:28][C:18]([C:19]([NH:21][CH:22]3[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]3)=[O:20])=[CH:17][N:16]=2)[CH:12]=[CH:13][CH:14]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C([O-])([O-])=O.[K+].[K+]>C(O)C.C(O)(=O)C.CS(C)=O.C1COCC1>[CH:1]1([CH2:4][CH:5]([N:25]2[CH2:24][CH2:23][CH:22]([NH:21][C:19](=[O:20])[C:18]3[CH:28]=[CH:29][C:15]([C:11]4[CH:12]=[CH:13][CH:14]=[C:9]([F:8])[CH:10]=4)=[N:16][CH:17]=3)[CH2:27][CH2:26]2)[CH3:6])[CH2:3][CH2:2]1

참가 물질

9

반응물 4

HCID 11430Potassium CarbonateHCID 5370251-Cyclopropylpropan-2-oneHCID 5049666Sodium triacetoxyborohydrideHCID 672679066-(3-fluorophenyl)-N-(piperidin-4-yl)nicotinamide

생성물 1

HCID 59743699N-[1-(2-Cyclopropyl-1-methylethyl)piperidin-4-yl]-6-(3-fluorophenyl)nicotinamide

시약·촉매·용매 4

HCID 176Acetic Acid용매HCID 679Dimethyl Sulfoxide용매HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-cyclopropylpropan-2-one (0.2 mL, 0.08 mmol in 1:1 THF:DMSO) was added 6-(3-fluorophenyl)-N-(piperidin-4-yl)nicotinamide (in 1:1 THF:DMSO, 0.2 mL, 0.08 mmol), sodium triacetoxyborohydride dispersion (0.33 mL, 2.5 eq, in 1:1 THF:DMSO) and glacial acetic acid (0.01 mL). The reaction mixture was stirred at room temperature for 16-24 h and then aqueous K2CO3 (3 M, 0.2 mL) and ethanol (0.55 mL) was added. The reaction was shaken for 30 min and then the mixture was filtered and the filtrate concentrated and the residue purified by RP-HPLC to give the desired product. LC/MS=382.4 (M+H) observed, 382.23 expected.

후처리

  1. stirringThe reaction was shaken for 30 min
  2. filtrationthe mixture was filtered
  3. concentrationthe filtrate concentrated
  4. customthe residue purified by RP-HPLC

출처 및 근거

ORD 기록
ord-3768ad9dae2347b9ab440a2bbb884ccf
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902373B2

연결된 노트

불러오는 중…