Hydrochloric Acid → HCID 86651545, compound

HRID 1809473Notes

Reaction equation

HRID 1809473 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14]2[CH:19]=[CH:18][C:17]([NH:20][N:21]=C(C3C=CC=CC=3)C3C=CC=CC=3)=[CH:16][CH:15]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:35]>CCO>[Cl-:35].[Cl-:35].[CH2:1]([NH+:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14]2[CH:15]=[CH:16][C:17]([NH:20][NH3+:21])=[CH:18][CH:19]=2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86651544HCID 86651544, compound

Product 1

HCID 86651545HCID 86651545, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of (F2) in EtOH/conc. HCl (1:10, 0.8 M solution) was stirred overnight at RT. Then, the reaction mixture was extracted with Et2O (3×) and the aqueous phase was concentrated under reduced pressure and dried under high vacuum pump to afford (80%) the title compound as a beige solid. 1H NMR (300 MHz, DMSO-d6, 300K) δ 10.84 (1H, s), 10.16 (3H, s), 8.22 (1H, s), 7.66-7.55 (2H, m), 7.48-7.39 (3H, m), 7.15 (2H, d, J=8.1 Hz), 6.95 (2H, d, J=8.1 Hz), 4.28 (2H, s), 3.38-3.22 (2H, m), 3.20-3.06 (1H, m), 3.05-2.80 (2H, m), 2.04-1.76 (3H, m), 1.69-1.52 (1H, m). MS (ES+) C18H25Cl2N3 required: 281, found: 282 (M+H)+.

Workup

  1. extractionThen, the reaction mixture was extracted with Et2O (3×)
  2. concentrationthe aqueous phase was concentrated under reduced pressure
  3. customdried under high vacuum pump

Sources & evidence

ORD record
ord-e7f4a2b964da431c8e8d025793b1774a
Source dataset
uspto-grants-2013_01
Patent number
US08362030B2

Reaction notes

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