Hydrochloric Acid → 3-[(2-Methoxyethyl)(methyl)amino]-1H-indazole-5-carbaldehyde

HRID 1038402Notes

Reaction equation

HRID 1038402 reaction equation
[O:1]1CCCO[CH:2]1[C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][N:11]=[C:10]2[N:16]([CH2:18][CH2:19][O:20][CH3:21])[CH3:17].Cl>C(O)C>[CH3:21][O:20][CH2:19][CH2:18][N:16]([CH3:17])[C:10]1[C:9]2[C:13](=[CH:14][CH:15]=[C:7]([CH:2]=[O:1])[CH:8]=2)[NH:12][N:11]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 584075825-(1,3-dioxan-2-yl)-N-(2-methoxyethyl)-N-methyl-1H-indazol-3-amine

Product 1

HCID 584076243-[(2-Methoxyethyl)(methyl)amino]-1H-indazole-5-carbaldehyde

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 170 mg (0.583 mmol) 5-(1,3-dioxan-2-yl)-N-(2-methoxyethyl)-N-methyl-1H-indazol-3-amine (Example 47A) in ethanol (10 ml) were added 1.9 ml (5.83 mmol) 3 M hydrochloric acid, and the solution was heated to 90° C. for 30 min. After cooling, the mixture was concentrated under reduced pressure. The remaining material (135 mg, 99% of th.) was used in the next step without further purification.

Workup

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated under reduced pressure
  3. customThe remaining material (135 mg, 99% of th.) was used in the next step without further purification

Sources & evidence

ORD record
ord-e0f139e2222f48a88e79c866efc34628
Source dataset
uspto-grants-2013_10
Patent number
US08551989B2

Reaction notes

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