Water → HCID 69686851, compound

HRID 1018377Notes

Reaction equation

HRID 1018377 reaction equation
[C:1]12([CH2:11][CH2:12][C:13]3[NH:17][C:16]([CH:18]4[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]4)=[N:15][C:14]=3[C:24]([OH:26])=[O:25])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.C12(CCC3NC([C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=4[CH3:50])=NC=3C(O)=O)CC3CC(CC(C3)C1)C2.CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)[OH:58].[OH2:67]>O.O1CCOCC1>[C:50]([C:45]1[CH:44]=[C:49]([O:25][C:24]([C:14]2[N:15]=[C:16]([CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[NH:17][C:13]=2[CH2:12][CH2:11][C:1]23[CH2:8][CH:7]4[CH2:9][CH:3]([CH2:4][CH:5]([CH2:6]4)[CH2:10]2)[CH2:2]3)=[O:26])[CH:48]=[CH:47][CH:46]=1)([OH:58])=[O:67]

Participants

6

Reactant 4

HCID 962WaterHCID 8567N-Methyl-D-glucamineHCID 184053605-(2-Adamantan-1-yl-ethyl)-2-o-tolyl-1H-imidazole-4-carboxylic acidHCID 18405518HCID 18405518, compound

Product 1

HCID 69686851HCID 69686851, compound

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

The title compound was prepared according to the procedure given in Example 281, with the modification that 5-(2-adamantan-1-yl-ethyl)-2-cyclohexyl-1H-imidazole-4-carboxylic acid (Example 252) was used in step a instead of 5-(2-adamantan-1-yl-ethyl)-2-o-tolyl-1H-imidazole-4-carboxylic acid. 1H NMR (300 MHz, d4-MeOH) 7.94 (1H, dt), 7.84 (1H, t), 7.55 (1H, t), 7.46 (1H, ddd), 2.94 (2H, m), 2.77 (1H, m) 1.94 (7H, m), 1.70 (8H, m), 1.58 (7H, m), 1.42 (5H, m). The acid was converted to the N-methyl-D-glucamine salt and lyophilised from water/dioxan. Found: C, 61.32; H, 8.34; N, 5.87%. C36H53N3O9.1.9 mols H2O requires: C, 61.21; H, 8.11; N, 5.95%.

Sources & evidence

ORD record
ord-fb9c5c54f7e04186b6d5d2d78632530b
Source dataset
uspto-grants-2002_11
Patent number
US06479531B1

Reaction notes

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