Hydrochloric Acid → HCID 19025735, compound

HRID 1033209Notes

Reaction equation

HRID 1033209 reaction equation
[CH2:1]([CH:8]([CH2:13][S:14]([N:17]1[CH2:22][CH2:21][N:20](CC2C=CC=CC=2)[CH2:19][CH2:18]1)(=[O:16])=[O:15])[C:9]([O:11][CH3:12])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:30]>C(Cl)Cl>[ClH:30].[CH2:1]([CH:8]([CH2:13][S:14]([N:17]1[CH2:18][CH2:19][NH:20][CH2:21][CH2:22]1)(=[O:16])=[O:15])[C:9]([O:11][CH3:12])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19012192HCID 19012192, compound

Product 1

HCID 19025735HCID 19025735, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The resultant compound from Example 6A (4.66 g, 1.12 mol) was dissolved in methylene chloride and treated with gaseous HCl. The solution was evaporated and the residue was dissolved in methanol, treated with 10% Pd/C and hydrogenated under 50 psi hydrogen. The mixture was evaporated to afford 330 g (81%) of the desired product: 1H NMR (CDCl3) δ7.37-7.13 (m, 5H), 3.68 (s, 3H), 3.42 (dd, 1H), 3.29-3.18 (m, 1H), 3.18-3.12 (m, 4H), 3.07 (dd, 1H), 2.97-2.82 (m, 6H).

Workup

  1. customThe solution was evaporated
  2. dissolutionthe residue was dissolved in methanol
  3. additiontreated with 10% Pd/C and hydrogenated under 50 psi hydrogen
  4. customThe mixture was evaporated

Sources & evidence

ORD record
ord-5efdb1d9e5fd4b358d9f28726a566505
Source dataset
uspto-grants-1994_05
Patent number
US05310740

Reaction notes

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