Diethyl Ether → HCID 59362891, compound

HRID 1668834Notes

Reaction equation

HRID 1668834 reaction equation
Cl[C:2]1[N:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:5]2[CH2:15][CH2:16][CH2:17][C:4]=2[N:3]=1.[CH3:18][O:19][C:20]([C:22]1([C:26]2[CH:31]=[CH:30][C:29]([NH2:32])=[CH:28][CH:27]=2)[CH2:25][CH2:24][CH2:23]1)=[O:21].CCOCC>C(O)CCC>[CH3:18][O:19][C:20]([C:22]1([C:26]2[CH:27]=[CH:28][C:29]([NH:32][C:2]3[N:7]=[C:6]([O:8][C:9]4[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=4)[C:5]4[CH2:15][CH2:16][CH2:17][C:4]=4[N:3]=3)=[CH:30][CH:31]=2)[CH2:23][CH2:24][CH2:25]1)=[O:21]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 12933872HCID 12933872, compoundHCID 593622601215017-84-7

Product 1

HCID 59362891HCID 59362891, compoundYield 83.1%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
27.5 °C

Procedure

A mixture of 2-chloro-4-phenoxy-6,7-dihydro-5H-cyclopentapyrimidine (0.28 g, 1.1 mmol) and 1-(4-amino-phenyl)cyclobutanecarboxylic acid methyl ester (0.23 g, 1.11 mmol) in 1-butanol (3.0 mL) was stirred at a temperature in the range of 20° C. to 100° C. for 8 to 16 hours. Thereafter, the reaction was cooled to about 20 to 35° C. Anhydrous ether was added and the mixture was stirred for 1 hour at about 20 to 35° C. The separated solid was filtered, washed with ether, and dried in vacuum to afford the title compound as a white solid (0.38 g, 81% yield).

Workup

  1. stirringthe mixture was stirred for 1 hour at about 20 to 35° C
  2. filtrationThe separated solid was filtered
  3. washwashed with ether
  4. customdried in vacuum

Sources & evidence

ORD record
ord-d34ae121514f44bb822c92c6c3c6663d
Source dataset
uspto-grants-2011_08
Patent number
US07989463B2

Reaction notes

Loading…