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4-Methylmorpholine → Methyl-4-{5-[2-(2-anilino-1,3-benzoxazol6-yl)-acetylamino]-2-methoxyphenoxy}-3-methyl-butanoate

HRID 2305622
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HRID 2305622 반응식
[C:1]1([NH:7][C:8]2[O:9][C:10]3[CH:16]=[C:15]([CH2:17][C:18]([OH:20])=O)[CH:14]=[CH:13][C:11]=3[N:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:21][CH:22]([CH:27]([O:29][C:30]1[CH:35]=[C:34]([NH2:36])[CH:33]=[CH:32][C:31]=1[O:37][CH3:38])C)[C:23](OC)=O.[OH:39][C:40]1C2N=NNC=2C=CC=1.CN1CC[O:53][CH2:52]C1.Cl.CN(C)CCCN=C=NCC>CN(C)C=O.O>[CH3:52][O:53][C:40](=[O:39])[CH2:23][CH:22]([CH3:21])[CH2:27][O:29][C:30]1[CH:35]=[C:34]([NH:36][C:18](=[O:20])[CH2:17][C:15]2[CH:14]=[CH:13][C:11]3[N:12]=[C:8]([NH:7][C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[O:9][C:10]=3[CH:16]=2)[CH:33]=[CH:32][C:31]=1[O:37][CH3:38]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 79724-MethylmorpholineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 111498372-Phenylaminobenzoxazol-6-acetic acidHCID 53892958Methyl 2-methyl-3-(2-methoxy-5-aminophenoxy)butyrateHCID 178418300HCID 178418300, 화합물

생성물 1

HCID 54563344
Methyl-4-{5-[2-(2-anilino-1,3-benzoxazol6-yl)-acetylamino]-2-methoxyphenoxy}-3-methyl-butanoate

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 2-phenylaminobenzoxazole-6-acetic acid(0.067 g), methyl 2-methyl-3-(2-methoxy-5-aminophenoxy)butyrate(0.057 g), hydroxybenzotriazole (0.067 g), and N-methylmorpholine(0.05 ml) in dimethylformamide(0.25 ml) was added 1-(3-dimethylaminopropyl)3-ethylcarbodiimide hydrochloride(0.095 g). The resultant mixture was stirred for 48 hrs then added to water and extracted with ethyl acetate. The organic layer was separated, washed with aqueous acetic acid, brine, aqueous sodium bicarbonate (2 times), dried and evaporated to dryness. The residue was purified by purified by chromatography on silica using an increasingly polar mixture of ethyl acetateldichloromethane and the appropriate fraction yielded, after evaporation to dryness, a solid which was triturated with a mixture of diethylether/hexane to give the product (0.08 g) as a purple-pink solid.

후처리

  1. extractionextracted with ethyl acetate
  2. customThe organic layer was separated
  3. washwashed with aqueous acetic acid, brine, aqueous sodium bicarbonate (2 times)
  4. customdried
  5. customevaporated to dryness
  6. customThe residue was purified
  7. customby purified by chromatography on silica using
  8. additionan increasingly polar mixture of ethyl acetateldichloromethane
  9. customthe appropriate fraction yielded
  10. customafter evaporation to dryness
  11. customa solid which was triturated with a mixture of diethylether/hexane

출처 및 근거

ORD 기록
ord-40cbb133dd7a46b0b2b9a6dc9d61c7f1
출처 데이터셋
uspto-grants-2002_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06441012B1

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