Morpholine → HCID 178440252, compound

HRID 1767131Notes

Reaction equation

Cl.[CH3:2][N:3]([CH3:26])[C:4]([C:7]1[N:12]=[C:11]([C:13]([NH:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)=[O:14])[C:10]([OH:24])=[C:9]([OH:25])[N:8]=1)([CH3:6])[CH3:5].N1C[CH2:31][O:30][CH2:29]C1.CC#N.O>CN1C(=O)CCC1>[F:23][C:20]1[CH:19]=[CH:18][C:17]([CH2:16][NH:15][C:13]([C:11]2[C:10]([OH:24])=[C:9]([OH:25])[N:8]=[C:7]([C:4]([CH3:6])([N:3]3[CH2:2][CH2:31][O:30][CH2:29][CH2:26]3)[CH3:5])[N:12]=2)=[O:14])=[CH:22][CH:21]=1

Participants

Conditions

Temperature: 100 °C

Procedure

To a stirred solution of 2-[1-(dimethylamino)-1-methylethyl]-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxamide hydrochloride (prepared as described in example 4) in NMP an excess of morpholine (10 eq.) was added and mixture was stirred over night at 100° C. After cooling to room temperature, title product was isolated by RP HPLC (MeCN/H2O containing 0.1% TFA as eluant).

Workup

temperatureAfter cooling to room temperature

Sources & evidence

ORD record: ord-4cf2340395a747f2b58573c18202fee4
Source dataset: uspto-grants-2007_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07232819B2

Reaction notes

Loading…