Hydrochloric Acid → HCID 19883286, compound

HRID 846699Notes

Reaction equation

HRID 846699 reaction equation
C([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[C:10]([F:28])[C:11]([N:18]3[CH2:26][CH:25]([NH2:27])[C:20]4([O:24][CH2:23][CH2:22][O:21]4)[CH2:19]3)=[C:12]([F:17])[CH:13]=2)[N:8]([CH:29]2[CH2:31][CH2:30]2)[CH:7]=1)=[O:5])C.Cl>O>[CH:29]1([N:8]2[C:9]3[C:14](=[CH:13][C:12]([F:17])=[C:11]([N:18]4[CH2:26][CH:25]([NH2:27])[C:20]5([O:21][CH2:22][CH2:23][O:24]5)[CH2:19]4)[C:10]=3[F:28])[C:15](=[O:16])[C:6]([C:4]([OH:5])=[O:3])=[CH:7]2)[CH2:30][CH2:31]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54487111HCID 54487111, compound

Product 1

HCID 19883286HCID 19883286, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The ester from Step 1 was hydrolyzed via the procedure of Step 7 Example 208. The solution was poured into 25 mL of water, conc. HCl added to adjust the solution to pH 1, and the water removed under vacuum. The crude product was stirred with 80 mL of 1:1 methanol/methylene chloride for 2 hours and the insoluble salts filtered off. The filtrate was evaporated to dryness to afford 0.444 g of the title compound as the hydrochloride salt., mp 224°-226° C., MS (DCl) M/Z 408 (M+H); NMR (TFA/AA) d 1.49 (m, 4H), 4.0-4.62 (m, 12H), 8.04 (d, 1H, J=13.5), 9.26 (s, 1H). Analysis calculated for C19H20ClF2N3O5 ·1.5 H2O: C, 48.47; H, 4.92; N, 8.92. Found: C, 48.23; H, 4.67; N, 8.61.

Workup

  1. additionadded
  2. customthe water removed under vacuum
  3. filtrationthe insoluble salts filtered off
  4. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-6f91e219f0a4493890f415c0bbcb9c6d
Source dataset
uspto-grants-1992_08
Patent number
US05137892

Reaction notes

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