Hydrochloric Acid → HCID 58897002, compound

HRID 1409120Notes

Reaction equation

HRID 1409120 reaction equation
[C:1]1([CH3:27])[CH:6]=[CH:5][C:4]([S:7]([N:10]2[C:14]3=[N:15][CH:16]=[CH:17][C:18]([C:19]4[CH:20]=[C:21]([CH2:25]O)[CH:22]=[CH:23][CH:24]=4)=[C:13]3[CH:12]=[CH:11]2)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[Li+].[OH-].[ClH:30]>C1COCC1.O>[Cl:30][CH2:25][C:21]1[CH:20]=[C:19]([C:18]2[CH:17]=[CH:16][N:15]=[C:14]3[N:10]([S:7]([C:4]4[CH:5]=[CH:6][C:1]([CH3:27])=[CH:2][CH:3]=4)(=[O:9])=[O:8])[CH:11]=[CH:12][C:13]=23)[CH:24]=[CH:23][CH:22]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58896939HCID 58896939, compound

Product 1

HCID 58897002HCID 58897002, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of compound G″ in THF, water was added LiOH (3.68 g, 0.087 mol) at rt and stirred for 4 h at same temperature. The reaction mixture was concentrated to obtain residue which was diluted with water (50 ml), acidified with 2N aq. HCl solution, adjusted to pH=5-6, the precipitated solid was filtered, washed with water and dried (traces water were removed by co-evaporating with toluene) to obtain compound H″. The compound H″ was washed with diethyl ether to obtain desired purity.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customto obtain residue which
  3. filtrationthe precipitated solid was filtered
  4. washwashed with water
  5. customdried
  6. custom(traces water were removed by co-evaporating with toluene)

Sources & evidence

ORD record
ord-b511e69037344932a42fc6664733c342
Source dataset
uspto-grants-2014_12
Patent number
US08921376B2

Reaction notes

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