Hydrochloric Acid → HCID 131731115, compound

HRID 1916340Notes

Reaction equation

HRID 1916340 reaction equation
C[O:2][C:3]([C@@H:5]1[N:15]2[C:16]3[C:11]([CH:12]=[CH:13][C:14]2=[O:17])=[CH:10][CH:9]=[C:8]([F:18])[C:7]=3[C@H:6]1[NH:19][CH2:20][CH2:21][CH2:22][C@H:23]1[O:27][C:26](=[O:28])[N:25]([C:29]2[CH:30]=[CH:31][C:32]3[S:37][CH2:36][C:35](=[O:38])[NH:34][C:33]=3[CH:39]=2)[CH2:24]1)=[O:4].[ClH:40]>O1CCOCC1>[ClH:40].[F:18][C:8]1[C:7]2[C@@H:6]([NH:19][CH2:20][CH2:21][CH2:22][C@H:23]3[O:27][C:26](=[O:28])[N:25]([C:29]4[CH:30]=[CH:31][C:32]5[S:37][CH2:36][C:35](=[O:38])[NH:34][C:33]=5[CH:39]=4)[CH2:24]3)[C@H:5]([C:3]([OH:4])=[O:2])[N:15]3[C:16]=2[C:11]([CH:12]=[CH:13][C:14]3=[O:17])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67351870HCID 67351870, compound

Product 1

HCID 131731115HCID 131731115, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

A solution of the compound of Example 181 (20 mg) in dioxane (1 mL) was treated with aq. HCl (37%; 0.142 mL) and stirred at 50° C. for 3 h. The solution was concentrated under reduced pressure and the residue was suspended in EA/MeOH (4:1), filtered, washed with TBME and dried in HV, affording a gray solid (6 mg; 29% yield).

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. filtrationfiltered
  3. washwashed with TBME
  4. customdried in HV
  5. customaffording a gray solid (6 mg; 29% yield)

Sources & evidence

ORD record
ord-7dbbd91a52be4f3cb42af70455b0f596
Source dataset
uspto-grants-2013_12
Patent number
US08618092B2

Reaction notes

Loading…