Hydrochloric Acid → HCID 67343416, compound

HRID 578133Notes

Reaction equation

HRID 578133 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:11]=[C:10]([C:12]3[CH:13]=[C:14]([CH:16]=[CH:17][CH:18]=3)[NH2:15])[O:9][N:8]=2)[CH:2]=1.[ClH:19]>C(OCC)(=O)C>[ClH:19].[ClH:19].[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:11]=[C:10]([C:12]3[CH:13]=[C:14]([CH:16]=[CH:17][CH:18]=3)[NH2:15])[O:9][N:8]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11998321HCID 11998321, compound

Product 1

HCID 67343416HCID 67343416, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of the product of Example 58A (60 mg, 0.25 mmol) in ethyl acetate (2 mL) was stirred with hydrochloric acid (Aldrich, 4 M in dioxane, 0.14 mL, 0.55 mmol) at ambient temperature for 4 hours. The title compound was collected by filtration and dried under vacuum. 1H NMR (300 MHz, DMSO-d6) δ 7.44 (d, J=7.9 Hz, 1H), 7.62 (t, J=7.9 Hz, 1H), 7.80 (dd, J=7.9, 5.2 Hz, 1H), 7.85-7.96 (m, 2H), 8.60 (d, J=7.9 Hz, 1H), 8.90 (d, J=4.8 Hz, 1H), 9.31 (s, 1H) ppm; MS (DCI/NH3) m/z 239 (M+H)+, 256 (M+NH4)+.

Workup

  1. filtrationThe title compound was collected by filtration
  2. customdried under vacuum

Sources & evidence

ORD record
ord-c989239b7c80430f93bbb49404593914
Source dataset
uspto-grants-2015_05
Patent number
US09040568B2

Reaction notes

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