Diisopropylcarbodiimide → HCID 87461919, compound

HRID 131218Notes

Reaction equation

HRID 131218 reaction equation
[O:1]([CH2:8][C:9]1[N:13]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=2)[C:12]2[CH:26]=[CH:27][C:28]([C:30](O)=[O:31])=[CH:29][C:11]=2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C)N=C=NC(C)C.[F:42][C:43]([F:54])([F:53])[O:44][C:45]1[CH:52]=[CH:51][C:48]([CH2:49][NH2:50])=[CH:47][CH:46]=1>C1COCC1>[F:42][C:43]([F:53])([F:54])[O:44][C:45]1[CH:52]=[CH:51][C:48]([CH2:49][NH:50][C:30]([C:28]2[CH:27]=[CH:26][C:12]3[N:13]([CH2:14][C:15]4[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:23])[F:24])=[CH:17][CH:16]=4)[C:9]([CH2:8][O:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)=[N:10][C:11]=3[CH:29]=2)=[O:31])=[CH:47][CH:46]=1

Participants

5

Reactant 3

HCID 12734DiisopropylcarbodiimideHCID 5718464-(Trifluoromethoxy)benzylamineHCID 684638462-phenoxymethyl-1-(4-trifluoromethoxy-benzyl)-1H-benzoimidazole-5-carboxylic acid

Product 1

HCID 87461919HCID 87461919, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.16 mmol of 2-phenoxymethyl-1-(4-trifluoromethoxy-benzyl)-1H-benzoimidazole-5-carboxylic acid were dissolved in 1 ml THF with 1 eq. DIC. After 15 min 1.5 eq of 4-trifluormethoxy-benzylamine were added and the reaction stirred at room temperature for 16 h. The crude material was purified via reversed phase preparative HPLC. MS(ISP): 616.3 (M+H)+.

Workup

  1. customThe crude material was purified via reversed phase preparative HPLC

Sources & evidence

ORD record
ord-9ca36248e0514b4a9bf18218a5875121
Source dataset
uspto-grants-2008_06
Patent number
US07384945B2

Reaction notes

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