Hydrochloric Acid → n-(3-Acetylphenyl)-n'-((3s,4s)-4-{[4-(4-fluorobenzyl)cyclohexyl]amino}tetrahydro-3-furanyl)urea hydrochloride

HRID 397168Notes

Reaction equation

HRID 397168 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([NH:10][C:11]([NH:13][C@H:14]2[C@H:18]([NH:19][CH:20]3[CH2:25][CH2:24][CH:23]([CH2:26][C:27]4[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=4)[CH2:22][CH2:21]3)[CH2:17][O:16][CH2:15]2)=[O:12])[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].[ClH:34].CCOCC>ClCCl>[ClH:34].[C:1]([C:4]1[CH:5]=[C:6]([NH:10][C:11]([NH:13][C@H:14]2[C@H:18]([NH:19][CH:20]3[CH2:21][CH2:22][CH:23]([CH2:26][C:27]4[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=4)[CH2:24][CH2:25]3)[CH2:17][O:16][CH2:15]2)=[O:12])[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 9911755n-(3-Acetylphenyl)-n'-((3s,4s)-4-{[4-(4-fluorobenzyl)cyclohexyl]amino}tetrahydro-3-furanyl)urea

Product 1

HCID 69588053n-(3-Acetylphenyl)-n'-((3s,4s)-4-{[4-(4-fluorobenzyl)cyclohexyl]amino}tetrahydro-3-furanyl)urea hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of N-(3-acetylphenyl)-N′-((3S,4S)-4-{[4-(4-fluorobenzyl)cyclohexyl]amino}tetrahydro-3-furanyl)urea (14 mg, 0.030 mmol) in dichloromethane (1 mL) was added 1.0 M hydrogen chloride in ether (300 μL, 0.030 mmol). After 5 min, the resulting solution was concentrated and the residue lyopholized to afford the desired hydrochloride (15 mg, 100%) as a white solid. MS (ESI) 454 (M−Cl).

Workup

  1. concentrationthe resulting solution was concentrated

Sources & evidence

ORD record
ord-a4095a892f01461883b5638ef6d21003
Source dataset
uspto-grants-2003_08
Patent number
US06608227B1

Reaction notes

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