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Hydrochloric Acid → HCID 178457660, 화합물

HRID 480482
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HRID 480482 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.O[C:48](C1C=C2C(=CC=1)C=C(C(O)=O)C=C2)([C:52]1[N:53]=CN(C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:56]=1)C(C)C.C(N)(C)C.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.C(N(C(C)C)CC)(C)C>C1COCC1.O.CO>[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]([NH:53][CH:52]([CH3:56])[CH3:48])=[O:41])[CH:34]=[CH:33]2)([C:6]1[N:7]=[CH:8][NH:9][CH:10]=1)[CH:3]([CH3:4])[CH3:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

12

반응물 8

HCID 313Hydrochloric AcidHCID 6363IsopropylamineHCID 14798Sodium HydroxideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride
HCID 18769101
6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoic acid
HCID 22285069methyl 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoate

생성물 1

HCID 178457660HCID 178457660, 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 (16.4 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 isopropylamine (3.95 mL), 1-hydroxybenzotriazole (5.33 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (6.67 g) and diisopropylethylamine (6.0 mL) under ice cooling. The mixture was stirred at room temperature for 14 h, diluted with water and extracted with ethyl acetate. The extract was washed with brine, concentrated. The residue was crystallized from ethyl acetate to give the titled compound (16.7 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 14 h
  7. extractionextracted with ethyl acetate
  8. washThe extract was washed with brine
  9. concentrationconcentrated
  10. customThe residue was crystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-f4e94f0c83bd4b1b9571d447842c8c44
출처 데이터셋
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06649643B1

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