Hydrochloric Acid → HCID 178450069, 화합물

HRID 480484노트

반응식

HRID 480484 반응식
[OH:1][C:2]([C:30]1[CH:31]=[C:32]2[C:37](=[CH:38][CH:39]=1)[CH:36]=[C:35]([C:40](OC)=[O:41])[CH:34]=[CH:33]2)([C:6]1[N:7]=[CH:8][N:9](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:10]=1)[CH:3]([CH3:5])[CH3:4].[OH-].[Na+].Cl.OC(C1C=C2C(=CC=1)C=C(C(O)=O)C=C2)(C1N=CN(C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=1)C(C)C.[CH:89]1([NH2:92])[CH2:91][CH2:90]1.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC>C1COCC1.O.CO>[CH:89]1([NH:92][C:40]([C:35]2[CH:34]=[CH:33][C:32]3[C:37](=[CH:38][CH:39]=[C:30]([C:2]([OH:1])([C:6]4[N:7]=[CH:8][NH:9][CH:10]=4)[CH:3]([CH3:5])[CH3:4])[CH:31]=3)[CH:36]=2)=[O:41])[CH2:91][CH2:90]1

참가 물질

11

반응물 7

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69828CyclopropylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 187691016-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoic acidHCID 22285069methyl 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoate

생성물 1

HCID 178450069HCID 178450069, 화합물

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoate (16.5 g) in THF (160 mL) was added methanol (35 mL) and 4N-NaOH (35 mL) at 60° C. The mixture was stirred for 2 h, neutralized with conc.HCl. The mixture was concentrated, diluted with water and extracted with ethyl acetate. The extract was concentrated to give crude mixture of 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoic acid. To a solution of the crude mixture was added cyclopropylamine (3.24 mL), 1-hydroxybenzotriazole (5.37 g) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (6.72 g) under ice cooling. The mixture was stirred at room temperature for 63 h, diluted with water and extracted with ethyl acetate. The extract was washed with brine, dried and concentrated. The residue was washed with diethyl ether to give the titled compound (17.6 g) as a colorless powder.

후처리

  1. concentrationThe mixture was concentrated
  2. additiondiluted with water
  3. extractionextracted with ethyl acetate
  4. concentrationThe extract was concentrated
  5. customto give crude
  6. stirringThe mixture was stirred at room temperature for 63 h
  7. extractionextracted with ethyl acetate
  8. washThe extract was washed with brine
  9. customdried
  10. concentrationconcentrated
  11. washThe residue was washed with diethyl ether

출처 및 근거

ORD 기록
ord-fbd8c682a9c143ea8b47121b45b29f69
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06649643B1

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