Hydrochloric Acid → HCID 66874687, compound

HRID 474933Notes

Reaction equation

HRID 474933 reaction equation
[ClH:1].[F:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][O:10][C:11]2[CH:16]=[CH:15][N:14]([C:17]3[CH:18]=[CH:19][C:20]4[C:21]5[CH2:30][CH2:29][N:28]([CH:31]([CH3:33])[CH3:32])[CH2:27][CH2:26][C:22]=5[NH:23][C:24]=4[CH:25]=3)[C:13](=[O:34])[CH:12]=2)=[N:7][CH:8]=1>CO>[ClH:1].[F:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][O:10][C:11]2[CH:16]=[CH:15][N:14]([C:17]3[CH:18]=[CH:19][C:20]4[C:21]5[CH2:30][CH2:29][N:28]([CH:31]([CH3:32])[CH3:33])[CH2:27][CH2:26][C:22]=5[NH:23][C:24]=4[CH:25]=3)[C:13](=[O:34])[CH:12]=2)=[N:7][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 49869632HCID 49869632, compound

Product 1

HCID 66874687HCID 66874687, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

1.25 M HCl in MeOH (48 μL, 0.060 mmol) was added to a solution of 4-((5-fluoropyridin-2-yl)methoxy)-1-(3-isopropyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indol-8-yl)-pyridin-2(1H)-one (27 mg, 0.060 mmol) in MeOH (2.0 mL), and the resulting solution was stirred at ambient temperature for 18 h. The mixture was concentrated to dryness to provide the title compound (26 mg, 90%) as an off-white powder: ESI MS m/z 447 [M+H]+; HPLC (Method A) 97.6% (AUC), tR=12.7 min.

Workup

  1. concentrationThe mixture was concentrated to dryness

Sources & evidence

ORD record
ord-23ee54c4c92d4c07b9b7de4a9caaae77
Source dataset
uspto-grants-2014_01
Patent number
US08637501B2

Reaction notes

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