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Triethylamine → HCID 9804347, 화합물

HRID 1375710
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HRID 1375710 반응식
[NH2:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:20][CH2:21][CH3:22])[C:17]([OH:19])=[O:18])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[CH3:25][N:26]=[C:27](SC)[NH:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.C(N(CC)CC)C>CN(C=O)C.[Hg](Cl)Cl>[NH:28]([C:27]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:20][CH2:21][CH3:22])[C:17]([OH:19])=[O:18])=[CH:11][CH:10]=2)=[CH:23][CH:24]=1)=[N:26][CH3:25])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 421684methyl N'-methyl-N-phenylcarbamimidothioateHCID 229887133-{4-[(4-Aminophenethyl)oxy]phenyl}-2-ethoxypropanoic acid

생성물 1

HCID 9804347HCID 9804347, 화합물수율 18%

시약·촉매·용매 2

HCID 24085Mercuric Chloride촉매
HCID 6228
Dimethylformamide
용매

실험 절차

3-{4-[(4-Aminophenethyl)oxy]phenyl}-2-ethoxypropanoic acid (20 mg, 0.061 mmol) and methyl N′-methyl-N-phenylcarbamimidothioate (11.5 mg, 0.064 mmol) were mixed in 0.3 ml DMF. Triethylamine (25.5 ml, 0.183 mmol) was added. The mixture was then cooled in an ice-bath and mercury (II)chloride (18 mg, 0.066 mmol) was added. After 30 minutes, the cooling bath was removed. The reaction mixture was stirred overnight. Water (1 ml) and ethyl acetate (0.5 ml) were added and then hydromatrix (ca. 0.5 g) was added. After a while, the mixture was filtered. The filtrate was evaporated to dryness. Chromatography of the residue on an ISOLUTE column (SI, 500 mg/3 ml) using ethyl acetate/heptane (10:90, then 25:75, and then 50:50) as eluant gave 5 mg, yield 18% of the desired product.

후처리

  1. temperatureThe mixture was then cooled in an ice-bath
  2. customthe cooling bath was removed
  3. additionWater (1 ml) and ethyl acetate (0.5 ml) were added
  4. additionhydromatrix (ca. 0.5 g) was added
  5. filtrationAfter a while, the mixture was filtered
  6. customThe filtrate was evaporated to dryness

출처 및 근거

ORD 기록
ord-ebc4ed7fe18d446e9f8cee3a60289517
출처 데이터셋
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07169810B2

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