Water → 2-[2-(4-fluoro-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-(hexahydrocyclopenta[1,4]oxazin-4-yl)-3H-pyrimidin-4-one

HRID 2278534Notes

Reaction equation

Cl.[O:2]1[C:7]2=[CH:8][CH2:9][CH2:10][CH:6]2[NH:5][CH2:4][CH2:3]1.[F:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:13]=1[CH2:14][CH2:15][N:16]2[C:21](=[O:31])[CH2:22][C:23]1[NH:28][C:27](=[O:29])[CH:26]=[C:25](Cl)[N:24]=1.O>C(N(C(C)C)CC)(C)C>[F:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:13]=1[CH2:14][CH2:15][N:16]2[C:21](=[O:31])[CH2:22][C:23]1[NH:28][C:27](=[O:29])[CH:26]=[C:25]([N:5]2[CH:6]3[CH2:10][CH2:9][CH2:8][CH:7]3[O:2][CH2:3][CH2:4]2)[N:24]=1

Participants

Conditions

Temperature: 100 °C

Procedure

532 mg of hexahydrocyclopenta[1,4]oxazine hydrochloride are added to a solution of 100 mg of 2-[2-(4-fluoro-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-chloro-3H-pyrimidin-4-one in 5 ml of diisopropylethylamine. The reaction medium is heated at 100° C. for 2 hours. The reaction medium is taken up with 10 ml of water. The solid formed is filtered off and washed with water and then dried so as to give 30 mg of 2-[2-(4-fluoro-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-(hexahydrocyclopenta[1,4]oxazin-4-yl)-3H-pyrimidin-4-one in the form of a beige solid, the characteristics of which are the following:

Workup

customThe solid formed
filtrationis filtered off
washwashed with water
customdried so as

Sources & evidence

ORD record: ord-48dec5e59ef6451ea1c318e24143a050
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09133168B2

Reaction notes

Loading…