Methylamine → HCID 71268873, compound

HRID 1520380Notes

Reaction equation

HRID 1520380 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([CH3:12])[CH:11]=1)[N:8]=[C:7]([C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1)[N:6]=[C:5]2Cl.CN.C[CH2:23][N:24](CC)CC>CC(O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([CH3:12])[CH:11]=1)[N:8]=[C:7]([C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1)[N:6]=[C:5]2[NH:24][CH3:23]

Participants

5

Reactant 3

HCID 6329MethylamineHCID 8471TriethylamineHCID 86677084HCID 86677084, compound

Product 1

HCID 71268873HCID 71268873, compoundYield 63.4%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 6-bromo-4-chloro-8-methyl-2-(pyridin-3-yl)quinazoline (200 mg, 0.60 mmol, 1.0 eq.), methylamine (81 mg, 1.20 mmol, 2.0 eq.) and Et3N (0.2 mL) in i-PrOH (10 mL) was stirred at 85° C. overnight. The resultant yellow precipitate was collected to afford 125 mg of vi-t as a beige solid (63.4%). LCMS m/z=328.8, 330.8 (M+1-1) (Method B) (retention time=1.95 min).

Workup

  1. customThe resultant yellow precipitate was collected

Sources & evidence

ORD record
ord-1fc23921049043bfb235c88eeac16cbb
Source dataset
uspto-grants-2015_07
Patent number
US09073890B2

Reaction notes

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