1,4-Dioxane → Hydrochloric Acid

HRID 629763Notes

Reaction equation

HRID 629763 reaction equation
[NH2:1][C@@H:2]([C@@H:38]([C:47]1[CH:52]=[CH:51][C:50]([Cl:53])=[CH:49][CH:48]=1)[C:39]1[CH:44]=[C:43]([F:45])[CH:42]=[C:41]([F:46])[CH:40]=1)[C:3]([NH:5][C:6]1[CH:7]=[N:8][CH:9]=[C:10]([F:37])[C:11]=1[CH2:12][CH2:13][C@H:14]1[O:19][CH2:18][C@@H:17]([CH2:20][O:21][C:22](=[O:29])[NH:23][CH2:24][C:25]([F:28])([F:27])[F:26])[N:16](C(OC(C)(C)C)=O)[CH2:15]1)=[O:4].O1CCOCC1>Cl>[ClH:53].[Cl:53][C:50]1[CH:51]=[CH:52][C:47]([C@@H:38]([C:39]2[CH:40]=[C:41]([F:46])[CH:42]=[C:43]([F:45])[CH:44]=2)[C@@H:2]([C:3]([NH:5][C:6]2[CH:7]=[N:8][CH:9]=[C:10]([F:37])[C:11]=2[CH2:12][CH2:13][C@H:14]2[O:19][CH2:18][C@@H:17]([CH2:20][O:21][C:22](=[O:29])[NH:23][CH2:24][C:25]([F:28])([F:27])[F:26])[NH:16][CH2:15]2)=[O:4])[NH2:1])=[CH:48][CH:49]=1

Participants

5

Reactant 2

HCID 312751,4-DioxaneHCID 86726369HCID 86726369, compound

Product 2

HCID 313Hydrochloric AcidHCID 86578079HCID 86578079, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The product from step 3 (60 mg, 0.078 mmol) was dissolved in a solution of 4M HCl in dioxane (1 mL, 4 mmol) and the solution was stirred at ambient temperature for 1 h. The solvent was removed under reduced pressure and the residue was dried in vacuo for 12 h to give an HCl salt of the title compound as a solid. LCMS: RT=0.95 min (2 min gradient), MS (ES) m/z=674.6 (M+H)+.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was dried in vacuo for 12 h

Sources & evidence

ORD record
ord-32b30b3b82464760920d00cc9a85cf6e
Source dataset
uspto-grants-2016_04
Patent number
US09315475B2

Reaction notes

Loading…