HCID 53654564, compound → HCID 54178801, compound

HRID 1952771Notes

Reaction equation

[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:11]=[C:12]([O:48][CH3:49])[C:13]([O:46][CH3:47])=[C:14]([CH:16]=[CH:17][C:18]([N:20]3[N:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH:21]3[CH2:30][CH2:31][CH:32]=[C:33]3[CH2:37][CH2:36][N:35]([O:38]CC[Si](C)(C)C)[C:34]3=[O:45])=[O:19])[CH:15]=2)=[CH:4][N:3]=1>FC(F)(F)C(O)=O>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:11]=[C:12]([O:48][CH3:49])[C:13]([O:46][CH3:47])=[C:14]([CH:16]=[CH:17][C:18]([N:20]3[N:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH:21]3[CH2:30][CH2:31][CH:32]=[C:33]3[CH2:37][CH2:36][N:35]([OH:38])[C:34]3=[O:45])=[O:19])[CH:15]=2)=[CH:4][N:3]=1

Participants

Conditions

Temperature: 0 °C

Procedure

##STR22## A solution of 220 mg of [3-(2-{3-[5-(2,4-diamino-pyrimidin-5-ylmethyl)-2,3-dimethoxy-phenyl]-acryloyl}-1,2-dihydrophthalazin-1-yl]-propylidene]-1-(2-trimethylsilanyl-ethoxy)-pyrrolidin-2-one in 2 ml of trifluoroacetic acid is stirred for 20 hrs. and then concentrated. The residue is dissolved in 5 ml of methanol and treated with 57 mg of sodium bicarbonate in 2 ml of water. The reaction solution is concentrated, the residue is dissolved in 5 ml of water and cooled to 0° C. The crystals obtained are filtered off under suction. There are obtained 117 mg of white crystals. MS (ISP): 584.4 (M+H)+

Workup

concentrationand then concentrated
dissolutionThe residue is dissolved in 5 ml of methanol
additiontreated with 57 mg of sodium bicarbonate in 2 ml of water
concentrationThe reaction solution is concentrated
dissolutionthe residue is dissolved in 5 ml of water
customThe crystals obtained
filtrationare filtered off under suction

Sources & evidence

ORD record: ord-2164c1bb6f5145a1a8031403d1e99034
Source dataset: uspto-grants-2000_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06114330

Reaction notes

Loading…