4,4-dimethyl-3-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-1-{4-[(trifluoromethyl)sulfanyl]phenyl}tetrahydropyrimidin-2(1H)-one → 4,4-Dimethyl-1-[4-(trifluoromethoxy)phenyl]imidazolidin-2-one

HRID 711303Notes

Reaction equation

HRID 711303 reaction equation
CC1(C)CCN(C2C=CC(SC(F)(F)F)=CC=2)C(=O)N1CC1C2C(=NC=CC=2)NC=1.O[CH2:32][C:33]([NH:36][C:37]([NH:39][C:40]1[CH:45]=[CH:44][C:43]([O:46][C:47]([F:50])([F:49])[F:48])=[CH:42][CH:41]=1)=[O:38])([CH3:35])[CH3:34]>>[CH3:32][C:33]1([CH3:35])[CH2:34][N:39]([C:40]2[CH:45]=[CH:44][C:43]([O:46][C:47]([F:50])([F:49])[F:48])=[CH:42][CH:41]=2)[C:37](=[O:38])[NH:36]1

Participants

3

Reactant 2

HCID 722044234,4-dimethyl-3-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-1-{4-[(trifluoromethyl)sulfanyl]phenyl}tetrahydropyrimidin-2(1H)-oneHCID 900141051-(1-Hydroxy-2-methylpropan-2-yl)-3-[4-(trifluoromethoxy)phenyl]urea

Product 1

HCID 900142934,4-Dimethyl-1-[4-(trifluoromethoxy)phenyl]imidazolidin-2-one

Procedure

4,4-dimethyl-1-[4-(trifluoromethoxy)phenyl]imidazolidin-2-one was prepared similar to procedure for compound 5, using 1-(1-hydroxy-2-methylpropan-2-yl)-3-[4-(trifluoromethoxy)phenyl]urea. 1H NMR (399 MHz, CDCl3): δ 7.26 (s, 2 H); 7.12 (d, J=8.3 Hz, 2 H); 4.09 (s, 2 H); 1.37 (s, 6 H). LCMS [M+H]+=275.1.

Sources & evidence

ORD record
ord-b1360f9b279f417994865e1d8a61871d
Source dataset
uspto-grants-2015_11
Patent number
US09181261B2

Reaction notes

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