2-[3-(Chloromethyl)phenyl]-1,3-thiazole → 2-Imidazolidinone, 4,4-dimethyl-3-[[3-(2-thiazolyl)phenyl]methyl]-1-[4-(trifluoromethoxy)phenyl]-

HRID 711304Notes

Reaction equation

HRID 711304 reaction equation
CC1(C)CCN(C2C=CC(SC(F)(F)F)=CC=2)C(=O)N1CC1C2C(=NC=CC=2)NC=1.[CH3:31][C:32]1([CH3:49])[CH2:36][N:35]([C:37]2[CH:42]=[CH:41][C:40]([O:43][C:44]([F:47])([F:46])[F:45])=[CH:39][CH:38]=2)[C:34](=[O:48])[NH:33]1.Cl[CH2:51][C:52]1[CH:53]=[C:54]([C:58]2[S:59][CH:60]=[CH:61][N:62]=2)[CH:55]=[CH:56][CH:57]=1>>[CH3:31][C:32]1([CH3:49])[CH2:36][N:35]([C:37]2[CH:38]=[CH:39][C:40]([O:43][C:44]([F:47])([F:45])[F:46])=[CH:41][CH:42]=2)[C:34](=[O:48])[N:33]1[CH2:51][C:52]1[CH:57]=[CH:56][CH:55]=[C:54]([C:58]2[S:59][CH:60]=[CH:61][N:62]=2)[CH:53]=1

Participants

4

Reactant 3

HCID 185257282-[3-(Chloromethyl)phenyl]-1,3-thiazoleHCID 722044234,4-dimethyl-3-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-1-{4-[(trifluoromethyl)sulfanyl]phenyl}tetrahydropyrimidin-2(1H)-oneHCID 900142934,4-Dimethyl-1-[4-(trifluoromethoxy)phenyl]imidazolidin-2-one

Product 1

HCID 722063032-Imidazolidinone, 4,4-dimethyl-3-[[3-(2-thiazolyl)phenyl]methyl]-1-[4-(trifluoromethoxy)phenyl]-

Procedure

4,4-dimethyl-3-[3-(1,3-thiazol-2-yl)benzyl]-1-[4-(trifluoromethoxy)phenyl]imidazolidin-2-one was prepared similar to procedure for compound 5, using the following reagents: 4,4-dimethyl-1-[4-(trifluoromethoxy)phenyl]imidazolidin-2-one and 2-[3-(chloromethyl)phenyl]-1,3-thiazole. 1H NMR (400 MHz, CDCl3): δ 7.94 (s, 1 H); 7.87-7.78 (m, 2 H); 7.58 (d, J=8.6 Hz, 2 H); 7.45 (d, J=7.7 Hz, 1 H); 7.38 (t, J=7.6 Hz, 1H); 7.32 (d, J=3.2 Hz, 1 H); 4.50 (s, 2 H); 3.56 (s, 2 H); 1.28 (s, 6 H). LCMS [M+H]+=448.2.

Sources & evidence

ORD record
ord-93fedf714c004843b4bcd86c74c42e71
Source dataset
uspto-grants-2015_11
Patent number
US09181261B2

Reaction notes

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