Hydrochloric Acid → HCID 67147382, compound

HRID 2426046Notes

Reaction equation

HRID 2426046 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH2:7][CH2:6][CH:5]2[NH:12][C:13]1[CH:18]=[C:17]([N:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[CH:16]=[CH:15][C:14]=1[S:25]([CH3:28])(=[O:27])=[O:26].Cl.C(OCC)C>ClCCl>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH2:7][CH2:6][CH:5]2[NH:12][C:13]1[CH:18]=[C:17]([N:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[CH:16]=[CH:15][C:14]=1[S:25]([CH3:28])(=[O:27])=[O:26]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 58707293HCID 58707293, compound

Product 1

HCID 67147382HCID 67147382, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 6-chloro-N-(2-(methylsulfonyl)-5-(piperazin-1-yl)phenyl)chroman-4-amine (26.0 mg, 0.06 mmol) in anhydrous dichloromethane (5 mL) was cooled to 0° C. and HCl 37 μL of a 2M solution in diethyl ether, (0.07 mmol) were added. The mixture was allowed to stir for 30 min. After removal of solvent by rotary evaporation the desired product was collected (27.0 mg, 99%). 1H NMR (400 MHz, CD3OD): δ 7.62 (d, 1H), 7.27 (d, 1H), 7.17 (dd, 1H), 6.83 (d, 1H), 6.51 (s, 1H), 6.48 (s, 1H), 4.89 (m, 1H), 4.25 (m, 2H), 3.59 (m, 4H), 3.34 (m, 4H), 2.98 (s, 3H), 2.16 (m, 2H); MS (ESI) m/z: 422.0 (M++1).

Workup

  1. customAfter removal of solvent
  2. customby rotary evaporation the desired product
  3. customwas collected (27.0 mg, 99%)

Sources & evidence

ORD record
ord-274b9c756b1e4ab78b78f4cd67d93f02
Source dataset
uspto-grants-2011_06
Patent number
US07968538B2

Reaction notes

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