Trifluoroacetic acid → HCID 19804288, compound

HRID 1653737Notes

Reaction equation

HRID 1653737 reaction equation
Cl.C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[N:9]2[CH2:14][CH:13]([C:15]3[C:16]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[N:17][S:18][N:19]=3)[CH2:12][N:11]=[CH:10]2)C=CC=CC=1.[C:40]([OH:46])([C:42]([F:45])([F:44])[F:43])=[O:41]>>[F:43][C:42]([F:45])([F:44])[C:40]([OH:46])=[O:41].[CH2:21]([O:20][C:16]1[C:15]([CH:13]2[CH2:14][NH:9][CH:10]=[N:11][CH2:12]2)=[N:19][S:18][N:17]=1)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 70343038HCID 70343038, compound

Product 1

HCID 19804288HCID 19804288, compoundYield 87%

Procedure

1-Triphenylmethyl-5(3(1-n-heptanoxy)-1,2,5-thiadiazol-4-yl)-1,4,5,6-tetrahydropyrimidine HCl (580 mg, 1 mmol) is dissolved in TFA (1 ml) and stirred overnight at room temperature. The TFA is evaporated and the resulting dark oil triturated with ether. After decanting the ether, the remaining solids are recrystallized from methanol/ether to give 344 mg (87%) white crystals identified by 300 MHz nmr, ms m/z=360.

Workup

  1. customThe TFA is evaporated
  2. customthe resulting dark oil triturated with ether
  3. customAfter decanting the ether
  4. customthe remaining solids are recrystallized from methanol/ether

Sources & evidence

ORD record
ord-ed2fedc0bd734d44b1d3eadb86c221aa
Source dataset
uspto-grants-1995_04
Patent number
US05403845

Reaction notes

Loading…