Hydrochloric Acid → HCID 57444134, compound

HRID 44619Notes

Reaction equation

HRID 44619 reaction equation
[CH3:1][N:2]1[C:14]2[C:13]3[N:12]=[C:11]([NH:15][C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=4)[N:10]=[CH:9][C:8]=3[CH2:7][CH2:6][C:5]=2[C:4]([C:22]([NH2:24])=[O:23])=[N:3]1.CO.[Cl:27]CCl.Cl>O1CCOCC1>[ClH:27].[CH3:1][N:2]1[C:14]2[C:13]3[N:12]=[C:11]([NH:15][C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=4)[N:10]=[CH:9][C:8]=3[CH2:7][CH2:6][C:5]=2[C:4]([C:22]([NH2:24])=[O:23])=[N:3]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 6344DichloromethaneHCID 574441251-Methyl-8-(pyridin-2-ylamino)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

Product 1

HCID 57444134HCID 57444134, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 1-methyl-8-(pyridin-2-ylamino)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide in a 1:1 mixture of methanol and dichloromethane, 4 N HCl in dioxane (1 mL) was added. After 1 hour at room temperature the solvent was removed under vacuum and the solid was triturated with diethyl ether affording the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 3.0 (m, 4H) 4.4 (s, 3H) 7.3 (m, 2H) 7.5 (s, 1H) 7.8 (d, J 8.8 Hz, 1H) 8.2 (t, J 7.7 Hz, 1H) 8.4 (dd, J 5.9, 1.0 Hz, 2H) 8.6 (s, 1H) 11.6 (s, 1H).

Workup

  1. additionwas added
  2. customAfter 1 hour at room temperature the solvent was removed under vacuum
  3. customthe solid was triturated with diethyl ether affording the title compound

Sources & evidence

ORD record
ord-7aa14c49fe41461a81e4942e5d53d24e
Source dataset
uspto-grants-2013_09
Patent number
US08541429B2

Reaction notes

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