Hydrochloric Acid → HCID 66802769, compound

HRID 341451Notes

Reaction equation

HRID 341451 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]([CH3:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:5]=[C:4]([C:16]2[N:20]=[C:19]([CH:21]3[CH2:26][CH2:25][CH:24]([NH:27]C(=O)OC(C)(C)C)[CH2:23][CH2:22]3)[O:18][N:17]=2)[N:3]=1.Cl>>[NH2:27][CH:24]1[CH2:25][CH2:26][CH:21]([C:19]2[O:18][N:17]=[C:16]([C:4]3[N:5]=[C:6]([N:8]([CH3:15])[C:9]4[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=4)[N:7]=[C:2]([NH2:1])[N:3]=3)[N:20]=2)[CH2:22][CH2:23]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 66803105HCID 66803105, compound

Product 1

HCID 66802769HCID 66802769, compoundYield 48%

Procedure

To tert-butyl N-[4-(3-{4-amino-6-[methyl(phenyl)amino]-1,3,5-triazin-2-yl}-1,2,4-oxadiazol-5-yl)cyclohexyl]carbamate (Example 423, 2.349 g, 5.035 mmol) was added hydrogen chloride solution (4M in 1,4-dioxane, 10 mL, 40 mmol) and the mixture was stirred at room temperature for 4 h. The mixture was concentrated under vacuum, water was added and the aqueous was neutralized to pH7 using saturated aq. sodium bicarbonate. The resultant precipitate was collected by filtration to afford the title compound as a white solid (0.877 g, 48%).

Workup

  1. concentrationThe mixture was concentrated under vacuum, water
  2. additionwas added
  3. filtrationThe resultant precipitate was collected by filtration

Sources & evidence

ORD record
ord-d7c5996a80ea41bf952b233d12948cb6
Source dataset
uspto-grants-2014_11
Patent number
US08895733B2

Reaction notes

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