1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-N-(1,2,2,6,6-pentamethylpiperidin-4-yl)furan-3-carboxamide

HRID 468983ノート

反応式

HRID 468983 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]([CH2:15][C:16]2[O:20][CH:19]=[C:18]([C:21](O)=[O:22])[CH:17]=2)[CH3:14])(=[O:12])=[O:11])=[C:5]([CH3:24])[CH:4]=1.[CH:25]1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.[CH3:46][C:47]1([CH3:56])[CH2:52][CH:51]([NH2:53])[CH2:50][C:49]([CH3:55])([CH3:54])[NH:48]1>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]([CH2:15][C:16]2[O:20][CH:19]=[C:18]([C:21]([NH:53][CH:51]3[CH2:50][C:49]([CH3:55])([CH3:54])[N:48]([CH3:25])[C:47]([CH3:56])([CH3:46])[CH2:52]3)=[O:22])[CH:17]=2)[CH3:14])(=[O:11])=[O:12])=[C:5]([CH3:24])[CH:4]=1

参加物

6

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 375244-Amino-2,2,6,6-tetramethylpiperidineHCID 757711-HydroxybenzotriazoleHCID 583930975-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acid

生成物 1

HCID 461759795-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-N-(1,2,2,6,6-pentamethylpiperidin-4-yl)furan-3-carboxamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

5-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acid (53 mg, 0.15 mmol) was dissolved in DMF (1 mL) and HOBt (23 mg, 0.15 mmol) and EDCI (29 mg, 0.15 mmol) were added. The reaction was stirred for 1 h prior to addition of 2,2,6,6-tetramethylpiperidin-4-amine (21 mg, 0.135 mmol). The reaction was stirred for 16 h and then absorbed directly on to Isolute SCX-2 cartridge, washed with MeOH (5 mL) and then eluted with 7 N NH3 in MeOH (5 mL). The solvent was removed under a stream of N2 and the resulting crude product purified using prep method A.

後処理

  1. stirringThe reaction was stirred for 16 h
  2. customabsorbed directly on to Isolute SCX-2 cartridge
  3. washwashed with MeOH (5 mL)
  4. washeluted with 7 N NH3 in MeOH (5 mL)
  5. customThe solvent was removed under a stream of N2
  6. customthe resulting crude product purified

出典と根拠

ORDレコード
ord-61460c0e247549e6b3f1e73610eb2fa4
出典データセット
uspto-grants-2014_01
特許番号
US08623859B2

反応ノート

読み込み中…