Hydrochloric Acid → HCID 57974092, compound

HRID 1866689Notes

Reaction equation

HRID 1866689 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@@:9]2([CH3:34])[N:14]([CH2:15][C:16]([O:18]CC)=[O:17])[C:13](=[O:21])[C:12]3([CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)[N:11]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:10]2)[CH:5]=[C:6]([F:8])[CH:7]=1.[Li+:35].[OH-].Cl>C1COCC1.O>[C:30]([O:29][C:27]([N:11]1[C:12]2([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]2)[C:13](=[O:21])[N:14]([CH2:15][C:16]([O-:18])=[O:17])[C@@:9]([C:4]2[CH:5]=[C:6]([F:8])[CH:7]=[C:2]([F:1])[CH:3]=2)([CH3:34])[CH2:10]1)=[O:28])([CH3:31])([CH3:32])[CH3:33].[Li+:35]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 66864899HCID 66864899, compound

Product 1

HCID 57974092HCID 57974092, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of tert-butyl (3R)-3-(3,5-difluorophenyl)-4-(2-ethoxy-2-oxoethyl)-3-methyl-5-oxo-1,4-diazaspiro[5.5]undecane-1-carboxylate from Step I (65 mg, 0.135 mmol) in THF (1.5 mL) and H2O (0.5 mL) was added 1 N aqueous LiOH (0.14 mL, 0.14 mmol) and the resulting mixture was stirred at ambient temperature for 1 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=397 (M−C4H7).

Workup

  1. concentrationconcentrated to dryness in vacuo

Sources & evidence

ORD record
ord-b28b23d9680e43caab47e18ade120a05
Source dataset
uspto-grants-2009_12
Patent number
US07629338B2

Reaction notes

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