Hydrochloric Acid → HCID 89689458, compound

HRID 710278Notes

Reaction equation

HRID 710278 reaction equation
[CH2:1]([O:3][C:4]1[N:9]=[CH:8][C:7]([C:10]2[O:11][C:12]3[CH:18]=[C:17]([C@H:19]4[O:24][CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20]4)[CH:16]=[CH:15][C:13]=3[N:14]=2)=[CH:6][CH:5]=1)[CH3:2].[ClH:32]>O1CCOCC1>[ClH:32].[CH2:1]([O:3][C:4]1[N:9]=[CH:8][C:7]([C:10]2[O:11][C:12]3[CH:18]=[C:17]([C@H:19]4[O:24][CH2:23][CH2:22][NH:21][CH2:20]4)[CH:16]=[CH:15][C:13]=3[N:14]=2)=[CH:6][CH:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131733933HCID 131733933, compound

Product 1

HCID 89689458HCID 89689458, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
60 °C

Procedure

(R)-tert-Butyl 2-(2-(6-ethoxypyridin-3-yl)benzo[d]oxazol-6-yl)morpholine-4-carboxylate (31 mg, 0.073 mmol) was dissolved in dioxane (0.3 ml). Then a solution of HCl in dioxane (4M, 0.27 ml, 1.09 mmol) was added and the reaction mixture was stirred at 60° C. for 2 hours. After cooling, the solid was filtered off and washed with diethylether and dried in vacuo to afford (R)-2-(6-ethoxypyridin-3-yl)-6-(morpholin-2-yl)benzo[d]oxazole hydrochloride (15 mg, 58%) as a light yellow solid. MS (ISP): 326.6 ([M+H]+).

Workup

  1. temperatureAfter cooling
  2. filtrationthe solid was filtered off
  3. washwashed with diethylether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-f5de9c4c18574a9fab34660c833828f4
Source dataset
uspto-grants-2015_11
Patent number
US09181230B2

Reaction notes

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