Hydrochloric Acid → HCID 11525216, compound

HRID 1866194Notes

Reaction equation

HRID 1866194 reaction equation
[CH3:1][C:2]1[C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][C@H:16]([NH:21][C:22]3[S:23][CH:24]=[C:25]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[N:26]=3)[C:17]([O:19]C)=[O:18])=[CH:11][CH:10]=2)=[C:5]([CH3:33])[O:4][N:3]=1.[Li+].[OH-].Cl.O>C1COCC1.CO.O>[CH3:1][C:2]1[C:6]([CH2:7][O:8][C:9]2[CH:10]=[CH:11][C:12]([CH2:15][C@H:16]([NH:21][C:22]3[S:23][CH:24]=[C:25]([C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)[N:26]=3)[C:17]([OH:19])=[O:18])=[CH:13][CH:14]=2)=[C:5]([CH3:33])[O:4][N:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 11669858HCID 11669858, compound

Product 1

HCID 11525216HCID 11525216, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

The crude product from Step B was dissolved in a THF/MeOH/H2O mixture (6:0.1:1; 2 ml). Aqueous 1M LiOH solution (1.6 ml) was added and the mixture was stirred for 3 days at room temperature. Then the reaction mixture was neutralized with 1M HCl, a small amount of water was added, and the mixture extracted with ethyl acetate. The solvent was evaporated.

Workup

  1. extractionthe mixture extracted with ethyl acetate
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-338ad7c41ef84b24a37d685c1effe6ee
Source dataset
uspto-grants-2009_12
Patent number
US07629370B2

Reaction notes

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