Hydrochloric Acid → HCID 22041850, compound

HRID 1791073Notes

Reaction equation

HRID 1791073 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:21]=[CH:22][CH:23]=3)[C:18]([OH:20])=[O:19])=[O:13])=[CH:9]2)=[CH:4][CH:3]=1.[OH-:24].[Na+].ClC(Cl)(O[C:30](=[O:36])[O:31]C(Cl)(Cl)Cl)Cl.Cl.[CH2:39]1[CH2:43][O:42][CH2:41][CH2:40]1>O>[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:41]5[C:21]([CH:17]=[CH:18][C:39]([C:43]([NH:1][C:2]6[CH:11]=[C:10]([CH:5]=[CH:4][CH:3]=6)[C:30]([OH:31])=[O:36])=[O:42])=[CH:40]5)=[CH:22][CH:23]=4)=[O:24])=[CH:11]3)=[CH:6][CH:7]=2)=[O:13])[CH:23]=[CH:22][CH:21]=1)([OH:20])=[O:19]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 8028Tetrahydrofuran2×HCID 14798Sodium HydroxideHCID 94429TriphosgeneHCID 22041800HCID 22041800, compound

Product 1

HCID 22041850HCID 22041850, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To 10 mg (0.03 mmol) of compound 115 dissolved in 2 mL of THF and 1 mL of water was added, portionwise and alternating, a solution of 40 μL of 5 N NaOH (aqueous) in 0.2 mL of water followed by a solution of 4 mg (0.02 mmol) of triphosgene in 0.2 mL of THF. The reaction was acidified with 1N HCl and the volatiles were removed in vacuo. The solid was collected by vacuum filtration to provide 9 mg of compound 116.

Workup

  1. customthe volatiles were removed in vacuo
  2. filtrationThe solid was collected by vacuum filtration

Sources & evidence

ORD record
ord-afc33c74768f48aca0a7160392b544d4
Source dataset
uspto-grants-2006_07
Patent number
US07071231B2

Reaction notes

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