HCID 86742228, compound → HCID 54111164, compound

HRID 580223Notes

Reaction equation

HRID 580223 reaction equation
C(OC([NH:8][C:9]1[S:13][N:12]=[C:11]([C:14](=[N:18][O:19][CH:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)[C:15]([OH:17])=[O:16])[N:10]=1)=O)(C)(C)C>FC(F)(F)C(O)=O>[NH2:8][C:9]1[S:13][N:12]=[C:11]([C:14](=[N:18][O:19][CH:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)[C:15]([OH:17])=[O:16])[N:10]=1

Participants

3

Reactant 1

HCID 86742228HCID 86742228, compound

Product 1

HCID 54111164HCID 54111164, compoundYield 86.5%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 348 mg (0.97 mmoles) of 2-(5-t-butoxycarbonylamino-1,2,4-thiadiazol-3-yl)-2-cyclopentyloxyiminoacetic acid in 2 ml of trifluoroacetic acid was allowed to stand for 1 hour at room temperature. The reaction mixture was concentrated under reduced pressure. The residue was triturated with 5 ml of isopropyl ether and 10 ml of hexane to give 215 mg (86%) of the title compound. Mp. 162°-165° C. (dec.) [lit(3) : mp. 160°-165° C. (dec.)].

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe residue was triturated with 5 ml of isopropyl ether and 10 ml of hexane

Sources & evidence

ORD record
ord-10a83a32e5614576bead2680965bdeeb
Source dataset
uspto-grants-1988_06
Patent number
US04751295

Reaction notes

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