Hydrochloric Acid → HCID 178424204, compound

HRID 2383485Notes

Reaction equation

HRID 2383485 reaction equation
[C:1]1([CH3:27])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:19]2[C:18]3[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][C:13]=3[CH:12]=[N:11][C:10]=2[NH:9][N:8]=1.CO.[ClH:30]>O1CCOCC1>[C:1]1([CH3:27])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:19]2[C:18]3[CH2:17][CH2:16][NH:15][CH2:14][C:13]=3[CH:12]=[N:11][C:10]=2[NH:9][N:8]=1.[ClH:30].[C:1]1([CH3:27])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:19]2[C:18]3[CH2:17][CH2:16][NH:15][CH2:14][C:13]=3[CH:12]=[N:11][C:10]=2[NH:9][N:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 178424207HCID 178424207, compound

Product 2

HCID 178424204HCID 178424204, compoundHCID 178424205HCID 178424205, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
55 °C

Procedure

To the crude tert-butyl 1-o-tolyl-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7(6H)-carboxylate obtained from step 1 was added anhydrous methanol (2 mL) followed by a 4N solution of HCl gas in 1,4-dioxane (0.175 mL). The reaction mixture was shaken at 55° C. for 2 hours. The reaction mixture was concentrated under reduced pressure to give the crude desired product, 1-o-tolyl-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c][2,7]naphthyridine hydrochloride salt, which was used in the next step without any further purification.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-650a1e6dab5b4e00b357a571731c409e
Source dataset
uspto-grants-2012_09
Patent number
US08263610B2

Reaction notes

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