Fumaric Acid → HCID 69035726, compound

HRID 1984319Notes

Reaction equation

HRID 1984319 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[CH:9]1([C:12]2[N:17]=[C:16]([N:18]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[CH:15]=[C:14]([N:25]3[CH2:28][CH:27]([F:29])[CH2:26]3)[N:13]=2)[CH2:11][CH2:10]1>C(O)(C)C.C(OC(C)C)(C)C>[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[CH:9]1([C:12]2[N:17]=[C:16]([N:18]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[CH:15]=[C:14]([N:25]3[CH2:26][CH:27]([F:29])[CH2:28]3)[N:13]=2)[CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 444972Fumaric AcidHCID 44430474HCID 44430474, compound

Product 1

HCID 69035726HCID 69035726, compoundYield 58%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 7914Diisopropyl EtherSolvent

Procedure

A solution of fumaric acid (0.6 g) in isopropanol (4 ml) is added to a solution of 1-[2-cyclopropyl-6-(3-fluoro-azetidin-1-yl)-pyrimidin-4-yl]azepane in diisopropyl ether (10 ml). The mixture is triturated, then filtered, recrystallized from diisopropyl ether and dried in vacuo to afford pure 1-[2-cyclopropyl-6-(3-fluoro-azetidin-1-yl)-pyrimidin-4-yl]azepane fumarate (3:2) 195 (1.2 g, 58%).

Workup

  1. customThe mixture is triturated
  2. filtrationfiltered
  3. customrecrystallized from diisopropyl ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-f4ecc405ba874571adb43afa33e398e6
Source dataset
uspto-grants-2009_06
Patent number
US07544675B2

Reaction notes

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