Hydrochloric Acid → HCID 22041805, compound

HRID 1791071Notes

Reaction equation

HRID 1791071 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]([NH:14][C:15]3[CH:16]=[C:17]([CH:22]=[CH:23][CH:24]=3)[C:18]([O:20][CH3:21])=[O:19])=[O:13])=[CH:9]2)=[CH:4][CH:3]=1.[OH-:25].[Na+].ClC(Cl)(O[C:31](=[O:37])[O:32][C:33](Cl)(Cl)Cl)Cl.Cl.[CH2:40]1[CH2:44][O:43][CH2:42][CH2:41]1>O>[CH3:21][O:20][C:18]([C:17]1[CH:16]=[C:15]([NH:14][C:12]([C:8]2[CH:9]=[C:10]3[C:5]([CH:4]=[CH:3][C:2]([NH:1][C:12]([NH:14][C:15]4[CH:16]=[C:42]5[C:22]([CH:17]=[CH:18][C:40]([C:44]([NH:1][C:2]6[CH:11]=[C:10]([CH:5]=[CH:4][CH:3]=6)[C:31]([O:32][CH3:33])=[O:37])=[O:43])=[CH:41]5)=[CH:23][CH:24]=4)=[O:25])=[CH:11]3)=[CH:6][CH:7]=2)=[O:13])[CH:24]=[CH:23][CH:22]=1)=[O:19]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 8028Tetrahydrofuran2×HCID 14798Sodium HydroxideHCID 94429TriphosgeneHCID 22041832HCID 22041832, compound

Product 1

HCID 22041805HCID 22041805, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To 21 mg (0.07 mmol) of compound 111 dissolved in 2 mL of THF and 1 mL of water was added, portionwise and alternating, a solution of 112 μL of 5 N NaOH (aqueous) in 1 mL of water followed by a solution of 28 mg (0.10 mmol) of triphosgene in 1 mL of THF. The reaction was acidified with 1N HCl and the volatiles were removed until a solid precipitate formed and a clear solution. The solid was collected by vacuum filtration to provide 21 mg of compound 113.

Workup

  1. customthe volatiles were removed until a solid precipitate
  2. customformed
  3. filtrationThe solid was collected by vacuum filtration

Sources & evidence

ORD record
ord-e6ec6444e7a244958e2f3cc3d981ef0a
Source dataset
uspto-grants-2006_07
Patent number
US07071231B2

Reaction notes

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