Diisopropylethylamine → HCID 70454392, 화합물

HRID 1903791노트

반응식

HRID 1903791 반응식
Cl[C:2]1[N:3]([CH3:17])[C:4](=[O:16])[N:5]([CH3:15])[C:6](=[O:14])[C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[O:18]([CH2:25][CH:26]([OH:32])[CH2:27][NH:28][CH2:29][CH2:30][NH2:31])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(N(C(C)C)C(C)C)C.[C:42](O)(=[O:48])/[CH:43]=[CH:44]/[C:45]([OH:47])=[O:46]>C(O)C.C(OCC)(=O)C.C(#N)C>[C:45]([OH:47])(=[O:46])/[CH:44]=[CH:43]/[C:42]([O:32][CH:26]([CH2:27][NH:28][CH2:29][CH2:30][NH:31][C:2]1[N:3]([CH3:17])[C:4](=[O:16])[N:5]([CH3:15])[C:6](=[O:14])[C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:25][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:48]

참가 물질

8

반응물 4

HCID 81531DiisopropylethylamineHCID 444972Fumaric AcidHCID 2784948AC1MD7HPHCID 145507661-[(2-Aminoethyl)amino]-3-phenoxypropan-2-ol

생성물 1

HCID 70454392HCID 70454392, 화합물

시약·촉매·용매 3

HCID 702Ethanol용매HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

5.0 g. 4-Chloro-1,3-dimethyl-5-phenylpyrimidine-2,6(1H,3H)-dione, 4.2 g. 1-phenoxy-3-(2-aminoethylamino)-propan-2-ol and 3.5 ml. N-ethyldiisopropylamine are heated under reflux for 48 hours in 20 ml. acetonitrile. The reaction mixture is then evaporated, the residue is taken up in methylene chloride and the solution is shaken with 2 N aqueous sodium hydroxide solution, dried and separated by column chromatography on silica gel using, as elution agent, methylene chloride-methanol-ammonia-saturated methanol (40:1:1 v/v/v). The oil (5.3 g.) obtained by evaporation of the pure fractions is dissolved in 10 ml. ethyl acetate, whereupon the solution is mixed with a solution of 2 g. fumaric acid in 20 ml. ethanol. After crystallization has taken place, the crystals are filtered off with suction and subsequently washed with ethyl acetate. There are obtained 6.7 g. (62% of theory) of the desired product in the form of colorless crystals; m.p. 181°-183° C.

후처리

  1. temperatureunder reflux for 48 hours in 20 ml
  2. customThe reaction mixture is then evaporated
  3. customdried
  4. customseparated by column chromatography on silica gel using, as elution agent, methylene chloride-methanol-ammonia-saturated methanol (40:1:1 v/v/v)
  5. customThe oil (5.3 g.) obtained by evaporation of the pure fractions
  6. dissolutionis dissolved in 10 ml
  7. customAfter crystallization
  8. filtrationthe crystals are filtered off with suction
  9. washsubsequently washed with ethyl acetate
  10. customThere are obtained 6.7 g

출처 및 근거

ORD 기록
ord-35292b17bbd84ccea664634c0e3c36fd
출처 데이터셋
uspto-grants-1984_03
특허 번호
US04438128

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