Hydrochloric Acid → HCID 58822189, compound

HRID 546534Notes

Reaction equation

HRID 546534 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([NH:13][C@@H:14]1[CH2:19][CH2:18][C@H:17]([C:20]([O:22]CC)=[O:21])[CH2:16][C@H:15]1[NH:25][C:26]([C:28]1[S:29][C:30]3[CH2:31][N:32]([CH3:37])[CH2:33][CH2:34][C:35]=3[N:36]=1)=[O:27])=[O:12])=[CH:5]2.C(O)C.[OH-].[Na+].Cl>O1CCCC1>[C:20]([C@H:17]1[CH2:18][CH2:19][C@@H:14]([NH:13][C:11]([C:6]2[NH:7][C:8]3[C:4]([CH:5]=2)=[CH:3][C:2]([Cl:1])=[CH:10][CH:9]=3)=[O:12])[C@H:15]([NH:25][C:26]([C:28]2[S:29][C:30]3[CH2:31][N:32]([CH3:37])[CH2:33][CH2:34][C:35]=3[N:36]=2)=[O:27])[CH2:16]1)([OH:22])=[O:21]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 58822199HCID 58822199, compound

Product 1

HCID 58822189HCID 58822189, compoundYield 65.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(1R*,2R*,4S*)-N1-[(5-Chloroindol-2-yl)carbonyl]-4-ethoxycarbonyl-N2-[(5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-yl)carbonyl]-1,2-cyclohexane-diamine (244 mg) was suspended in a mixed solvent of ethanol (8 ml) and tetrahydrofuran (5 ml), and a 1N aqueous solution (0.9 ml) of sodium hydroxide was added at room temperature to stir the mixture for 12 hours. After adding 1N hydrochloric acid (0.9 ml), the solvent was distilled off under reduced pressure, and the residue was washed with water and ether to obtain the title compound (152 mg) as a colorless solid.

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. washthe residue was washed with water and ether

Sources & evidence

ORD record
ord-8a7a9498462e4021a97508b98d9432f2
Source dataset
uspto-grants-2011_05
Patent number
US07935824B2

Reaction notes

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