Dimethylformamide → HCID 57665977、化合物

HRID 889733ノート

反応式

HRID 889733 の反応式
[CH2:1]([O:3][C:4](=[O:32])[CH:5]([C:10]1[CH:11]=[C:12]([C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=2)[CH:13]=[C:14]([CH:16]2[CH2:21][CH2:20][CH2:19][NH:18][CH2:17]2)[CH:15]=1)[CH2:6][CH:7]([CH3:9])[CH3:8])[CH3:2].BrC[C:35]1[CH:44]=[CH:43][C:38]2[N:39]([CH3:42])[N:40]=[N:41][C:37]=2[CH:36]=1.[CH:45](N(C(C)C)CC)(C)C.CN(C=O)C>CC#N.CCOC(C)=O>[CH2:1]([O:3][C:4](=[O:32])[CH:5]([C:10]1[CH:11]=[C:12]([C:22]2[CH:23]=[CH:24][C:25]([C:28]([F:29])([F:30])[F:31])=[CH:26][CH:27]=2)[CH:13]=[C:14]([CH:16]2[CH2:21][CH2:20][CH2:19][N:18]([CH2:45][C:44]3[CH:35]=[CH:36][C:37]4[N:41]=[N:40][N:39]([CH3:42])[C:38]=4[CH:43]=3)[CH2:17]2)[CH:15]=1)[CH2:6][CH:7]([CH3:9])[CH3:8])[CH3:2]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 27954185-(Bromomethyl)-1-methyl-1H-benzotriazoleHCID 576660204-Methyl-2-(5-piperidin-3-yl-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester

生成物 1

HCID 57665977HCID 57665977、化合物収率 96%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of compound 33b, 4-Methyl-2-(5-piperidin-3-yl-4′-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester (52.6 mg, 0.118 mmol) in CH3CN (5 ml) was added 5-(Bromomethyl)-1-methyl-1H-1,2,3-benzotriazole (40.0 mg, 0.18 mmol), diisopropylethylamine (41 μl, 0.24 mmol) and DMF)(0.3 ml) to solubolize. The reaction was microwaved at 130° C. for 40 minutes, then at 150° C. for 1 hour 10 min. The reaction was diluted with EtOAc and washed with brine, sat. NaHCO3, and brine, dried and filtered. Purification by silica gel chromatography (Isco) gave the desired product, (67 mg, 96%). Calcd for C33H39F3NO4 (M+H) 592.69, Found 593.4.

後処理

  1. customThe reaction was microwaved at 130° C. for 40 minutes
  2. washwashed with brine, sat. NaHCO3, and brine
  3. customdried
  4. filtrationfiltered
  5. customPurification by silica gel chromatography (Isco)

出典と根拠

ORDレコード
ord-eac4ebb069eb48e0b5d20a2c505609d9
出典データセット
uspto-grants-2012_08
特許番号
US08252935B2

反応ノート

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