Hydrochloric Acid → HCID 68284465, compound

HRID 1527519Notes

Reaction equation

HRID 1527519 reaction equation
C(OC(=O)[NH:7][C@@H:8]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:14]=1[F:20])[CH2:9][N:10]([CH3:12])[CH3:11])(C)(C)C.Cl>O1CCOCC1>[Cl:19][C:15]1[C:14]([F:20])=[C:13]([C@H:8]([NH2:7])[CH2:9][N:10]([CH3:12])[CH3:11])[CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68284556HCID 68284556, compound

Product 1

HCID 68284465HCID 68284465, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of [(S)-1-(3-chloro-2-fluoro-phenyl)-2-dimethylamino-ethyl]-carbamic acid tert-butyl ester (315 mg, 0.99 mmol) in dioxane (6 mL) was added HCl 4N in dioxane (9.94 mL, 39.8 mmol). The reaction mixture was stirred at RT for 1 h and concentrated to give the desired material as a HCL salt which was used without further purification in the next step. MS (UPLC/MS): 217.2/219.2 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ (ppm): 9.17 (bs, 2H), 7.75 (m, 2H), 7.40 (t, 1H), 5.16 (m, 1H), 3.85 (m, 1H), 3.60 (m, 1H), 2.87 (s, 3H).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-d2dc6c28996d4ea08572c626c82aa809
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

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