Hydrochloric Acid → HCID 57974118, compound

HRID 1864880Notes

Reaction equation

HRID 1864880 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@H:9]2[N:18]([CH2:19][C:20]([O:22]CC)=[O:21])[C:17](=[O:25])[C:12]3([CH2:16][CH2:15][CH2:14][CH2:13]3)[N:11]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:10]2)[CH:5]=[C:6]([F:8])[CH:7]=1.[Li+:33].[OH-].Cl>C1COCC1.O>[C:29]([O:28][C:26]([N:11]1[CH2:10][C@@H:9]([C:4]2[CH:3]=[C:2]([F:1])[CH:7]=[C:6]([F:8])[CH:5]=2)[N:18]([CH2:19][C:20]([O-:22])=[O:21])[C:17](=[O:25])[C:12]21[CH2:13][CH2:14][CH2:15][CH2:16]2)=[O:27])([CH3:32])([CH3:30])[CH3:31].[Li+:33]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 66973423HCID 66973423, compound

Product 1

HCID 57974118HCID 57974118, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of tert-butyl (8R)-8-(3,5-difluorophenyl)-9-(2-ethoxy-2-oxoethyl)-10-oxo-6,9-diazaspiro[4.5]decane-6-carboxylate from Step C (50 mg, 0.11 mmol) in THF (0.75 mL) and H2O (0.25 mL) was added 1 N aqueous LiOH (0.12 mL, 0.12 mmol) and the resulting mixture was stirred at ambient temperature for 6 h. The mixture was adjusted to pH 7 by addition of 1 N HCl and concentrated to dryness in vacuo to give the title compound. MS: m/z=369 (M−C4H7).

Workup

  1. concentrationconcentrated to dryness in vacuo

Sources & evidence

ORD record
ord-ba29025cbf7b41b19b9b05de8c1d6e0e
Source dataset
uspto-grants-2009_12
Patent number
US07625901B2

Reaction notes

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