Hydrochloric Acid → HCID 117599514, compound

HRID 1466080Notes

Reaction equation

HRID 1466080 reaction equation
C(OC([N:8]([CH:18]1[CH2:27][CH2:26][C:25]2[C:20](=[CH:21][C:22]([O:30][CH3:31])=[C:23]([C:28]#[N:29])[CH:24]=2)[CH2:19]1)[CH2:9][CH2:10][NH:11][CH2:12][C:13](OCC)=[O:14])=O)(C)(C)C.Cl.CCN(C(C)C)C(C)C>O1CCOCC1>[CH3:31][O:30][C:22]1[C:23]([C:28]#[N:29])=[CH:24][C:25]2[CH2:26][CH2:27][CH:18]([N:8]3[CH2:9][CH2:10][NH:11][CH2:12][C:13]3=[O:14])[CH2:19][C:20]=2[CH:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 89526471HCID 89526471, compound

Product 1

HCID 117599514HCID 117599514, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of Ethyl N-{2-[(tert-butoxycarbonyl)(6-cyano-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)amino]ethyl}glycinate (100 mg, 0.232 mmol) in dioxane was added HCl (1.16 ml, 4.6 mmol). The mixture was allowed to stir at RT until there was no SM left. The volatiles were removed, and the residue was dissolved in EtOH (15 ml). To this solution was added Hunig's Base (0.20 ml, 1.16 mmol). The solution was sealed in a microwave tube and heated to 155° C. for 5 hours. The product was then purified by MPLC. LC-MS (IE, m/z): 286 [M+1]+.

Workup

  1. waitleft
  2. customThe volatiles were removed
  3. dissolutionthe residue was dissolved in EtOH (15 ml)
  4. customThe solution was sealed in a microwave tube
  5. temperatureheated to 155° C. for 5 hours
  6. customThe product was then purified by MPLC

Sources & evidence

ORD record
ord-825584e34a194454a937d631abc9a821
Source dataset
uspto-grants-2015_04
Patent number
US08999990B2

Reaction notes

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