5,6-Dimethylbenzimidazole → HCID 11554125, compound

HRID 227663Notes

Reaction equation

HRID 227663 reaction equation
N1(C2SC(C(N)=O)=C(OCC3C=CC=CC=3C(F)(F)F)N=2)C2C=CC=CC=2N=C1.Cl[C:31]1[S:32][C:33]([C:48]([NH2:50])=[O:49])=[C:34]([O:36][CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=2[C:44]([F:47])([F:46])[F:45])[N:35]=1.[CH3:51][C:52]1[C:60]([CH3:61])=[CH:59][C:55]2[N:56]=[CH:57][NH:58][C:54]=2[CH:53]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:51][C:52]1[C:60]([CH3:61])=[CH:59][C:55]2[N:56]([C:31]3[S:32][C:33]([C:48]([NH2:50])=[O:49])=[C:34]([O:36][CH2:37][C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=4[C:44]([F:47])([F:46])[F:45])[N:35]=3)[CH:57]=[N:58][C:54]=2[CH:53]=1

Participants

6

Reactant 4

HCID 6755,6-DimethylbenzimidazoleHCID 11430Potassium CarbonateHCID 115389692-(1H-Benzimidazol-1-yl)-4-({[2-(trifluoromethyl)phenyl]methyl}-oxy)-1,3-thiazole-5-carboxamideHCID 57756681HCID 57756681, compound

Product 1

HCID 11554125HCID 11554125, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following the procedure described above for the preparation of 2-(1H-benzimidazol-1-yl)-4-({[2-(trifluoromethyl)phenyl]methyl}oxy)-1,3-thiazole-5-carboxamide using the following materials: 2-chloro-4-({[2-(trifluoromethyl)phenyl]methyl}oxy)-1,3-thiazole-5-carboxamide (0.050 g, 0.14 mmol), 5,6-dimethylbenzimidazole (0.012 g, 0.08 mmol), K2CO3(0.011 g, 0.08 mmol) and DMF (4 mL). The title compound was afforded by preparative HPLC. 1H NMR (400 MHz, CDCl3) δ 8.48 (s, 1H), 7.77 (d, J=7.9 Hz, 1H), 7.70-7.58 (m, 4H), 7.54-7.49 (m, 1H), 6.81 (bs, 1H), 5.82 (s, 2H), 5.60 (bs, 1H), 2.42 (s, 1H), 2.40 (s, 1H). MS m/z 447 (m+1).

Sources & evidence

ORD record
ord-e9cc70d30a0641e1a52ef2b3628c9964
Source dataset
uspto-grants-2009_07
Patent number
US07560568B2

Reaction notes

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