Hydrochloric Acid → HCID 86714688, compound

HRID 529211Notes

Reaction equation

HRID 529211 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].C[O:16][C:17](=[O:50])[C@@H:18]([CH2:45][C:46]([O:48]C)=[O:47])[NH:19][C:20](=[O:44])[C@H:21]1[CH2:25][CH2:24][CH2:23][N:22]1[CH2:26][C:27]1[O:28][C:29]([C:32]([O:34][C:35]2[CH:40]=[CH:39][C:38]([C:41](=[NH:43])[NH2:42])=[CH:37][CH:36]=2)=[O:33])=[CH:30][CH:31]=1.Cl>O1CCOCC1.O>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[C:41]([C:38]1[CH:37]=[CH:36][C:35]([O:34][C:32]([C:29]2[O:28][C:27]([CH2:26][N:22]3[CH2:23][CH2:24][CH2:25][C@@H:21]3[C:20]([NH:19][C@@H:18]([C:17]([OH:50])=[O:16])[CH2:45][C:46]([OH:48])=[O:47])=[O:44])=[CH:31][CH:30]=2)=[O:33])=[CH:40][CH:39]=1)(=[NH:42])[NH2:43]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 86714690HCID 86714690, compound

Product 2

HCID 6422Trifluoroacetic acidYield 0.1%HCID 86714688HCID 86714688, compoundYield 5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

To the compound obtained in step 1 were added 4N hydrochloric acid in 1,4-dioxane and water (1/1), and the mixture was stirred at 60° C. for 3 hours. The reaction mixture was concentrated under reduced pressure and the obtained residue was purified by high performance liquid chromatography (water-acetonitrile, each containing 0.1% trifluoroacetic acid) to give the title compound (2 steps yield 5%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe obtained residue was purified by high performance liquid chromatography (water-acetonitrile

Sources & evidence

ORD record
ord-48e977869a5243b0b27ccde5ff955424
Source dataset
uspto-grants-2016_05
Patent number
US09346821B2

Reaction notes

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