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Methyl chloroformate → tert-Butyl methyl {1-[3-(trifluoromethyl)phenyl]ethane-1,2-diyl}biscarbamate

HRID 2402787
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HRID 2402787 반응식
[NH2:1][CH2:2][CH:3]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[CH:5]=1.C(N(CC)CC)C.Cl[C:30]([O:32][CH3:33])=[O:31]>ClCCl>[F:11][C:10]([F:13])([F:12])[C:6]1[CH:5]=[C:4]([CH:3]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:18])([CH3:20])[CH3:19])[CH2:2][NH:1][C:30](=[O:31])[O:32][CH3:33])[CH:9]=[CH:8][CH:7]=1
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참가 물질

5

반응물 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 43094068tert-butyl N-{2-amino-1-[3-(trifluoromethyl)phenyl]ethyl}carbamate

생성물 1

HCID 59536898tert-Butyl methyl {1-[3-(trifluoromethyl)phenyl]ethane-1,2-diyl}biscarbamate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Of the compound from Example 101A, 500 mg (1.64 mmol) were introduced in dichloromethane together with 320 μl (2.30 mmol) of triethylamine, with ice cooling, and 152 μl (1.97 mmol) of methyl chloroformate were added. The ice bath was removed and the mixture was stirred for a further 1 h. The solvent was removed on a rotary evaporator and the residue was purified by preparative HPLC [Method 20]. The product fractions were combined and freed from the solvents on a rotary evaporator, and the residue was dried in an HV. This gave 428 mg (72% of theory) of the title compound.

후처리

  1. additionwere added
  2. customThe ice bath was removed
  3. customThe solvent was removed on a rotary evaporator
  4. customthe residue was purified by preparative HPLC [Method 20]
  5. customfreed from the solvents on a rotary evaporator
  6. customthe residue was dried in an HV

출처 및 근거

ORD 기록
ord-e4a5e87b498a43a3bdf069c8c10c946d
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08796324B2

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