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 468983노트

반응식

HRID 468983 반응식
[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

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-61460c0e247549e6b3f1e73610eb2fa4
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623859B2

반응 노트

불러오는 중…