Hydrochloric Acid → 7-Methoxy-4-(oxan-2-yl)-4,5,10,12-tetraazatetracyclo[6.6.1.02,6.011,15]pentadeca-1(15),2,5,8,11,13-hexaene

HRID 60182Notes

Reaction equation

HRID 60182 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[N:7]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][N:15]=[C:14]3[NH:18][CH:19]=[CH:20][C:13]=23)[C:9]([CH:21]=[O:22])=[N:8]1.[OH-].[K+].Cl.[CH3:26]O>>[CH3:26][O:22][CH:21]1[C:20]2[C:13]3[C:14]([NH:18][CH:19]=2)=[N:15][CH:16]=[CH:17][C:12]=3[C:10]2[C:9]1=[N:8][N:7]([CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][O:1]1)[CH:11]=2

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 118025409HCID 118025409, compound

Product 1

HCID 1180343017-Methoxy-4-(oxan-2-yl)-4,5,10,12-tetraazatetracyclo[6.6.1.02,6.011,15]pentadeca-1(15),2,5,8,11,13-hexaene

Procedure

To a stirred solution of 1-(oxan-2-yl)-4-{1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-pyrazole-3-carbaldehyde (1.88 g, 6.35 mmol) in MeOH (280 mL, a concentration of 0.023 mol/L), was added KOH (3.56 g, 27.68 mmol). The reaction mixture was stirred at room temperature for 42 hours. When TLC showed completion of reaction, the pH was adjusted to 7 by addition of HCl (4 M in MeOH).

Workup

  1. customcompletion of reaction

Sources & evidence

ORD record
ord-e5e2f457e5554984a8b0e6d6571a088b
Source dataset
uspto-grants-2016_09
Patent number
US09440977B2

Reaction notes

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