Ammonia → HCID 67077494, compound

HRID 1959578Notes

Reaction equation

HRID 1959578 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH2:27]Cl)[C:7]=1[CH2:8][O:9][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:19]=1[N:18]=[C:17]([CH3:20])[CH:16]=[C:15]2[C:21]1[N:22]([CH3:26])[N:23]=[CH:24][CH:25]=1.[NH3:29]>C(O)C>[Cl:1][C:2]1[C:7]([CH2:8][O:9][C:10]2[CH:11]=[CH:12][CH:13]=[C:14]3[C:19]=2[N:18]=[C:17]([CH3:20])[CH:16]=[C:15]3[C:21]2[N:22]([CH3:26])[N:23]=[CH:24][CH:25]=2)=[C:6]([CH2:27][NH2:29])[CH:5]=[N:4][CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 67077254HCID 67077254, compound

Product 1

HCID 67077494HCID 67077494, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Conversion of {5-chloro-4-[2-methyl-4-(2-methyl-2H-pyrazol-3-yl)-quinolin-8-yloxymethyl]-pyridin-3-yl}-methanol into the corresponding chloride according to the synthesis of 3,5-dichloro-4-chloromethyl-pyridine yielded the benzylchloride which was used in the following step without further purification. A solution of 8-(3-chloro-5-chloromethyl-pyridin-4-ylmethoxy)-2-methyl-4-(2-methyl-2H-pyrazol-3-yl)-quinoline (6.2 mg, 0.015 mmol) in a 2 M NH3 in ethanol (0.3 mL) was stirred at 45° C. for 2 h. Solvents were evaporated to dryness and the residue was used in the following step without further purification. MS (m/z): 394.1 [M+H+].

Workup

  1. customwas used in the following step without further purification
  2. customSolvents were evaporated to dryness
  3. customthe residue was used in the following step without further purification

Sources & evidence

ORD record
ord-3b7a905098e84689859384601ad18196
Source dataset
uspto-grants-2013_04
Patent number
US08410134B2

Reaction notes

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