Hydrochloric Acid → HCID 178478947, compound

HRID 710267Notes

Reaction equation

HRID 710267 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][C:11]3[CH:13]=[CH:14][C:15]([C@@H:17]4[O:22][CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18]4)=[CH:16][C:10]=3[N:9]=2)=[CH:4][CH:3]=1.[ClH:30].CCOCC>O1CCOCC1>[ClH:30].[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][C:11]3[CH:13]=[CH:14][C:15]([C@@H:17]4[O:22][CH2:21][CH2:20][NH:19][CH2:18]4)=[CH:16][C:10]=3[N:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 178452464HCID 178452464, compound

Product 1

HCID 178478947HCID 178478947, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
60 °C

Procedure

(S)-tert-Butyl 2-(2-(4-fluorophenyl)-1H-benzo[d]imidazol-5-yl)morpholine-4-carboxylate (88 mg, 0.22 mmol) was dissolved in dioxane (1 ml) and a solution of HCl in dioxane (4M, 0.66 ml, 2.66 mmol) was added. The reaction mixture was stirred for 3 h at 60° C. After cooling ether (2 ml) was added and the solid was filtered off. It was washed with ether and dried in vacuo to afford (S)-2-(2-(4-fluorophenyl)-1H-benzo[d]imidazol-5-yl)morpholine hydrochloride (56 mg, 76%) as an off-white solid. MS (ISP): 298.2 ([M+H]+).

Workup

  1. additionwas added
  2. filtrationthe solid was filtered off
  3. washIt was washed with ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-8665ce48893e4bbc9086253cb044867a
Source dataset
uspto-grants-2015_11
Patent number
US09181230B2

Reaction notes

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