Ammonia → HCID 86725416, compound

HRID 1503885Notes

Reaction equation

HRID 1503885 reaction equation
[C:1]([C:4]1[C:5]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([CH:20]3[CH2:25][CH2:24][N:23]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:22][CH2:21]3)=[CH:16][C:15]=2[Cl:33])=[N:6][C:7]([S:11][CH3:12])=[N:8][C:9]=1Cl)(=[O:3])[NH2:2].[NH3:34]>O1CCOCC1>[NH2:34][C:9]1[N:8]=[C:7]([S:11][CH3:12])[N:6]=[C:5]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([CH:20]3[CH2:21][CH2:22][N:23]([C:26]([O:28][C:29]([CH3:32])([CH3:30])[CH3:31])=[O:27])[CH2:24][CH2:25]3)=[CH:16][C:15]=2[Cl:33])[C:4]=1[C:1](=[O:3])[NH2:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86725414HCID 86725414, compound

Product 1

HCID 86725416HCID 86725416, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of the product of Example 59A (450 mg, 0.88 mmol) and 25% ammonia solution (1 mL) in dioxane (10 mL) was heated in a sealed tube at 100° C. for 16 hours. After cooling and concentration, the residue was purified by flash chromatography on silica gel eluting with 30:1 dichloromethane:methanol to give the title compound. MS: 493 (M+H+).

Workup

  1. temperatureAfter cooling
  2. concentrationconcentration
  3. customthe residue was purified by flash chromatography on silica gel eluting with 30:1 dichloromethane

Sources & evidence

ORD record
ord-6e464acaf3ba460db266d78a471da637
Source dataset
uspto-grants-2015_12
Patent number
US09212192B2

Reaction notes

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