Hydrochloric Acid → HCID 131718229, compound

HRID 1656449Notes

Reaction equation

HRID 1656449 reaction equation
FC(F)(F)C(O)=O.[NH2:8][CH:9]([C:18]1[CH:19]=[N:20][CH:21]=[N:22][CH:23]=1)[CH2:10][C:11]([O:13][C:14](C)(C)[CH3:15])=[O:12].[ClH:24]>C(O)C.O1CCOCC1>[ClH:24].[NH2:8][CH:9]([C:18]1[CH:23]=[N:22][CH:21]=[N:20][CH:19]=1)[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 18949152HCID 18949152, compound

Product 1

HCID 131718229HCID 131718229, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

The t-butyl 3-amino-3-(5-pyrimidinyl)propanoate trifluoroacetate salt (1 g), prepared as in example 22, Step 2 was dissolved in 100 mL dry ethanol and 10 mL 4N HCl in dioxane and stirred at room temperature until transesterification was complete. The solvents were removed in vacuo and the residue taken up in ethyl acetate and diethyl ether. The resulting precipitate was filtered, washed with ether and dried (0.8 g) 1H NMR (300 MHz) (d6-DMSO) d 1.05 (t, J=7 Hz, 3H), 3.25 (m, 2H), 4.05 (q, J=7 Hz, 2H), 4.7 (m, 1H), 9.05 (s, 1H), 9.25 (s, 1H)

Workup

  1. customThe solvents were removed in vacuo
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with ether
  4. customdried (0.8 g) 1H NMR (300 MHz) (d6-DMSO) d 1.05 (t, J=7 Hz, 3H), 3.25 (m, 2H), 4.05 (q, J=7 Hz, 2H), 4.7 (m, 1H), 9.05 (s, 1H), 9.25 (s, 1H)

Sources & evidence

ORD record
ord-9e5957a7d5d24492bb9b555a728ce643
Source dataset
uspto-grants-1993_10
Patent number
US05254573

Reaction notes

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