Hydrochloric Acid → HCID 67917375, compound

HRID 846705Notes

Reaction equation

HRID 846705 reaction equation
C([O:3][C:4]([C:6]1[CH2:7][N:8]([CH:28]2[CH2:30][CH2:29]2)[C:9]2[C:14]([CH:15]=1)=[CH:13][C:12]([F:16])=[C:11]([N:17]1[CH2:27][CH2:26][C:19]3([O:23][CH:22]([CH2:24][NH2:25])[CH2:21][O:20]3)[CH2:18]1)[N:10]=2)=[O:5])C.[ClH:31]>O>[ClH:31].[NH2:25][CH2:24][CH:22]1[CH2:21][O:20][C:19]2([CH2:26][CH2:27][N:17]([C:11]3[N:10]=[C:9]4[C:14]([CH:15]=[C:6]([C:4]([OH:5])=[O:3])[CH2:7][N:8]4[CH:28]4[CH2:29][CH2:30]4)=[CH:13][C:12]=3[F:16])[CH2:18]2)[O:23]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67868120HCID 67868120, compound

Product 1

HCID 67917375HCID 67917375, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The 0.394 g of the ester from Step 2 was hydrolyzed by the procedure of Step 2 Example 387. The residue was poured into water and conc. HCl was added to adjust the acidity to pH 1. The product was filtered off, stirred in 1:1 methanol/methylene chloride for 2 hours, filtered, and the filtrate dried to afford 0.252 g of the title compound, mp 179°-181° C.; MS (DCl) M/Z 405 (M+H). NMR (TFA/AA) d 1.40 (m, 4H), 4.10 (m, 12H), 8.08 (d, 1H, J=12 Hz), 9.12 (s, 1H). Analysis calculated for C19H22ClFN4O5 ·H2O: C, 47.85; H, 5.50; N, 11.75. Found: C, 48.54; H, 5.12; N, 11.23.

Workup

  1. additionwas added
  2. filtrationThe product was filtered off
  3. filtrationfiltered
  4. customthe filtrate dried

Sources & evidence

ORD record
ord-f08324f67d644a189efbb0d554478e0c
Source dataset
uspto-grants-1992_08
Patent number
US05137892

Reaction notes

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