HCID 90060273, compound → HCID 90060368, compound

HRID 1779254Notes

Reaction equation

HRID 1779254 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C@H:13]([NH:19]C(=O)OC(C)(C)C)[C:14](=[O:18])[N:15]([CH3:17])[CH3:16])=[CH:8][CH:7]=1)[C:2]#[C:3][CH3:4]>Cl.C(OCC)(=O)C>[NH2:19][C@@H:13]([CH2:12][C:9]1[CH:8]=[CH:7][C:6]([O:5][CH2:1][C:2]#[C:3][CH3:4])=[CH:11][CH:10]=1)[C:14]([N:15]([CH3:16])[CH3:17])=[O:18]

Participants

3

Reactant 1

HCID 90060273HCID 90060273, compound

Product 1

HCID 90060368HCID 90060368, compoundYield 112.2%

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

tert-Butyl [(S)-2-(4-but-2-ynyloxy-phenyl)-1-dimethylcarbamoyl-ethyl]-carbamate (227 mg, 0.630 mmol) was dissolved in a solution (10 mL) of 1 M hydrogen chloride/ethyl acetate, and the mixture was stirred at room temperature for 7 hours. The reaction mixture was concentrated under reduced pressure to obtain the title compound (184 mg, 94%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1a86a9e484904ddda779a21322f88786
Source dataset
uspto-grants-2016_02
Patent number
US09266853B2

Reaction notes

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