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

HRID 602087

反応式

HRID 602087 の反応式
[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

参加物

9

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 176Acetic Acid溶媒HCID 679Dimethyl Sulfoxide溶媒HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-3768ad9dae2347b9ab440a2bbb884ccf
出典データセット
uspto-grants-2011_03
特許番号
US07902373B2

関連ノート

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