Iodine → 6-Iodo-7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
Reaction equation
CC1N=C2SC=CN2C(=O)C=1.II.ClC1C=CC(/C=[CH:22]/[C:23]2[N:24]=[C:25]3[S:33][CH:32]=[CH:31][N:26]3[C:27](=[O:30])[C:28]=2[I:29])=CC=1>C(#N)C>[I:29][C:28]1[C:27](=[O:30])[N:26]2[CH:31]=[CH:32][S:33][C:25]2=[N:24][C:23]=1[CH3:22]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A stirred solution of Step 1 Intermediate (20 g, 120.463 mmol) in acetonitrile (200 ml) was treated with ceric ammonium nitrate (33 g, 60.233 mmol) and iodine (18 g, 72.281 mmol) at room temperature according to the procedure outlined in Intermediate 1, Step 3 to give 35 g of the product as a light yellow solid; 1H NMR (300 MHz, DMSO-d6) δ 2.56 (s, 3H), 7.52 (d, J=5.1 Hz, 1H), 7.97 (d, J=4.8 Hz, 1H); ESI-MS (m/z) 291.29 (M−H)−.
Sources & evidence
- ORD record
- ord-ed55976fa2264f37944e536d84f6d7b5
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08119647B2
Reaction notes
Loading…