HCID 22317669, compound → HCID 69486711, compound

HRID 498248Notes

Reaction equation

HRID 498248 reaction equation
CO[C:3](=[O:22])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[CH:15]=[C:14]([CH3:16])[N:13]=[C:12]([NH:17][CH2:18][CH2:19][O:20][CH3:21])[N:11]=2)[CH:5]=1.ClC1N=C(C2C=[C:32](C=CC=2)[C:33]([OH:35])=[O:34])C=C(C)N=1>COCCN>[C:4]([O:35][C:33](=[O:34])[CH2:32][C:3]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[CH:15]=[C:14]([CH3:16])[N:13]=[C:12]([NH:17][CH2:18][CH2:19][O:20][CH3:21])[N:11]=2)[CH:5]=1)=[O:22])([CH3:9])([CH3:5])[CH3:3]

Participants

4

Reactant 2

HCID 22317669HCID 22317669, compoundHCID 69489351HCID 69489351, compound

Product 1

HCID 69486711HCID 69486711, compound

Reagents, catalysts & solvents 1

HCID 80182-MethoxyethylamineSolvent

Conditions

Temperature
40 °C

Procedure

The title compound was prepared from 3-[2-(2-methoxy-ethylamino)-6-methyl-pyrimidin-4-yl]-benzoic acid methyl ester [prepared by the following procedure: 3-(2-Chloro-6-methyl-pyrimidin-4-yl)-benzoic acid (1.49 g, 6 mmol) was heated in 2-methoxy-ethylamine (5.2 ml) to 80° C. for 2.5 h. The mixture was evaporated in vacuum and the residual oil was stirred in 1N HCl-MeOH (20 ml) for 18 h at 40° C. to give the methyl ester as light yellow solid (1.29 g).] (1.29 g, 4.3 mmol) by treatment with lithium tert-butyl acetate according to general procedure K (method b). Obtained as a light yellow oil (1.44 g).

Workup

  1. customprepared by the following procedure
  2. customThe mixture was evaporated in vacuum

Sources & evidence

ORD record
ord-ee1011ac28454e63b64c1d500d8e7bcd
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

Loading…