8-cyclopentyl-6-iodo-2-methanesulfinyl-5-methyl-8H-pyrido[2,3-d]pyrimidin-7-one → 6-bromo-8-cyclopentyl-5-methyl-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one
Reaction equation
[Br:1][C:2]1[C:13](=[O:14])[N:12]([CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)[C:5]2[N:6]=[C:7]([S:10][CH3:11])[N:8]=[CH:9][C:4]=2[C:3]=1[CH3:20].C1(N2C3N=C(S(C)=[O:37])N=CC=3C(C)=C(I)C2=O)CCCC1>>[Br:1][C:2]1[C:13](=[O:14])[N:12]([CH:15]2[CH2:16][CH2:17][CH2:18][CH2:19]2)[C:5]2[N:6]=[C:7]([S:10]([CH3:11])=[O:37])[N:8]=[CH:9][C:4]=2[C:3]=1[CH3:20]Participants
3
Procedure
Prepared from 6-bromo-8-cyclopentyl-5-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one following the procedure described for 8-cyclopentyl-6-iodo-2-methanesulfinyl-5-methyl-8H-pyrido[2,3-d]pyrimidin-7-one. MS (APCI) Calc'd for C14H16BrN3O2S: 371.01, 369.01. Found: 372.9 (M+1), 371.9. 1H NMR δ (400 MHz, CDCl3) 9.01 (s, 1H), 6.06–5.97 (m, 1H), 2.93 (s, 3H), 2.67 (s, 3H), 2.67 (s, 3H), 2.21–2.11 (m, 2H), 2.10–2.04 (m, 2H), 1.94–1.87 (m, 2H), 1.67–1.62 (m, 2H).
Sources & evidence
- ORD record
- ord-80310f59532c4d13be4d64273f179075
- Source dataset
- uspto-grants-2007_04
- Patent number
- US07208489B2
Reaction notes
Loading…