1,4-Dioxane hydrochloride → HCID 58181607, compound

HRID 876594Notes

Reaction equation

HRID 876594 reaction equation
[OH:1][C@H:2]([C@H:21]1[O:26][CH2:25][CH2:24][N:23]([C:27]2[CH:28]=[C:29]3[C:33](=[CH:34][CH:35]=2)[CH2:32][N:31]([CH3:36])[C:30]3=[O:37])[C:22]1=[O:38])[C:3]([NH:5][C:6]1[CH:20]=[CH:19][C:9]([CH2:10][NH:11]C(=O)OC(C)(C)C)=[CH:8][CH:7]=1)=[O:4].Cl.O1CCOCC1>>[NH2:11][CH2:10][C:9]1[CH:19]=[CH:20][C:6]([NH:5][C:3](=[O:4])[C@H:2]([OH:1])[C@H:21]2[O:26][CH2:25][CH2:24][N:23]([C:27]3[CH:28]=[C:29]4[C:33](=[CH:34][CH:35]=3)[CH2:32][N:31]([CH3:36])[C:30]4=[O:37])[C:22]2=[O:38])=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 58181716HCID 58181716, compound

Product 1

HCID 58181607HCID 58181607, compoundYield 89%

Procedure

To round bottom flask charged with the compound 71-2 (50 mg) at rt was added 4 N HCl/dioxane (3 mL). The resulting solution was stirred for 3 h, concentrated under reduced pressure, and placed under high vacuum. The crude product was dissolved in MeOH and Et2O and the resultant solid was collected and dried to afford EXAMPLE 71 (36 mg) as an off-white solid. LC-MS: M+H=425 (free base).

Workup

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe crude product was dissolved in MeOH
  3. customEt2O and the resultant solid was collected
  4. customdried

Sources & evidence

ORD record
ord-293e291d32c24181ad324ef111f17966
Source dataset
uspto-grants-2015_03
Patent number
US08987242B2

Reaction notes

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