Diisopropylethylamine → 3-(4-Fluoro-3-methylphenyl)-1-{[3-(4-methylphenyl)isoxazol-4-yl]carbonyl}pyrrolidin-3-ol

HRID 1446288

反応式

HRID 1446288 の反応式
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:14])[CH2:13][CH2:12][NH:11][CH2:10]2)=[CH:5][C:4]=1[CH3:15].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)C(C)C)C.[CH3:47][C:48]1[CH:53]=[CH:52][C:51]([C:54]2[C:58]([C:59](O)=[O:60])=[CH:57][O:56][N:55]=2)=[CH:50][CH:49]=1>CN(C=O)C>[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:14])[CH2:13][CH2:12][N:11]([C:59]([C:58]3[C:54]([C:51]4[CH:52]=[CH:53][C:48]([CH3:47])=[CH:49][CH:50]=4)=[N:55][O:56][CH:57]=3)=[O:60])[CH2:10]2)=[CH:5][C:4]=1[CH3:15]

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 588287973-(4-Methylphenyl)isoxazole-4-carboxylic acidHCID 686855673-(4-Fluoro-3-methylphenyl)pyrrolidin-3-ol hydrochloride

生成物 1

HCID 591702463-(4-Fluoro-3-methylphenyl)-1-{[3-(4-methylphenyl)isoxazol-4-yl]carbonyl}pyrrolidin-3-ol収率 80.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 3-(4-fluoro-3-methylphenyl)pyrrolidin-3-ol hydrochloride (9 mg, 0.039 mmol), TBTU (15 mg, 0.047 mmol, 1.2 equ.) and N-ethyl-N-isopropylpropan-2-amine (14 μL, 0.079 mmol, 2 equ.) in DMF (0.3 mL) was added to 3-(4-methylphenyl)isoxazole-4-carboxylic acid (8 mg, 0.039 mmol) and the reaction mixture was stirred at rt for 2 h. The solvent was evaporated and the crude product was purified by RP-HPLC. After evaporation of the solvents the product was dried in vacuum to yield the title compound (12 mg). MS (ESI, pos. ion) m/z calcd for C22H21FN2O3: 380.1536, found 380.1532.

後処理

  1. customThe solvent was evaporated
  2. customthe crude product was purified by RP-HPLC
  3. customAfter evaporation of the solvents the product
  4. customwas dried in vacuum

出典と根拠

ORDレコード
ord-9220ebb7b4974d1b91cd6e6545be8cee
出典データセット
uspto-grants-2010_02
特許番号
US07666888B2

関連ノート

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