Maleic Acid → HCID 86758817, compound

HRID 1636055Notes

Reaction equation

HRID 1636055 reaction equation
FC1C=C(F)C=CC=1C1(CN2C=NC=N2)OC(COC2C=CC(N3CCN(C4C=CC(N5C(=O)N([C:40]6[CH:55]=[CH:54][CH:53]=[CH:52][C:41]=6[CH2:42][C@@H:43]([C:49]([OH:51])=[O:50])[NH:44][CH:45]([CH3:48])[CH2:46][CH3:47])N=C5)=CC=4)CC3)=CC=2)CO1.[C:62]([OH:69])(=[O:68])/[CH:63]=[CH:64]\[C:65]([OH:67])=[O:66]>CC(=O)C>[C:62]([OH:69])(=[O:68])/[CH:63]=[CH:64]\[C:65]([OH:67])=[O:66].[CH3:48][CH:45]([NH:44][C@H:43]([C:49]([OH:51])=[O:50])[CH2:42][C:41]1[CH:52]=[CH:53][CH:54]=[CH:55][CH:40]=1)[CH2:46][CH3:47]

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 698850272-[4-[4-[4-[4-[[2-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]-phenyl]-1-piperazinyl]-phenyl]-4,5-dihydro-5-oxo-1H-1,2,4-triazol-1-yl]-1-methylpropyl L-phenylalanine

Product 1

HCID 86758817HCID 86758817, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

Compound 23 (0.00359 mol) was dissolved in 2-propanone (25 ml). A solution of (Z)-2-butenedioic acid (0.00359 mol) in 2-propanone (5 ml) was added. The mixture was stirred for 16 hours. The precipitate was filtered off, washed with 2-propanone (2.5 ml), and dried, yielding 3.12 g [2S-[2α,4α[(R*,R*)]]]-2-[4-[4-[4-[-difluorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]-phenyl]-1-piperazinyl]-phenyl]-4,5-dihydro-5-oxo-1H-1,2,4-triazol-1-yl]-1-methylpropyl L-phenylalanine (Z)-2-butenedioate (1:1) (compound 25).

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with 2-propanone (2.5 ml)
  3. customdried

Sources & evidence

ORD record
ord-ad384b887a2345c4bb24dfbe889f5239
Source dataset
uspto-grants-2003_01
Patent number
US06512116B2

Reaction notes

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