Trityl chloride → HCID 23298234, compound

HRID 1953844Notes

Reaction equation

HRID 1953844 reaction equation
[CH:1]1([C:4]2[C:13]([O:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[C:27]4[N:28]=[N:29][NH:30][N:31]=4)=[CH:17][CH:16]=3)=[C:12]([C:32]([OH:34])=[O:33])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=2)[CH2:3][CH2:2]1.[Li][Li].[C:37]1([C:43](Cl)([C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=2)[C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.C(N(CC)CC)C>CC(C)=O>[CH:1]1([C:4]2[C:13]([O:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[C:27]4[N:31]=[N:30][N:29]([C:43]([C:37]5[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=5)([C:50]5[CH:51]=[CH:52][CH:53]=[CH:54][CH:55]=5)[C:44]5[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=5)[N:28]=4)=[CH:17][CH:16]=3)=[C:12]([C:32]([OH:34])=[O:33])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=2)[CH2:2][CH2:3]1

Participants

6

Reactant 4

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 127866Bms 183920HCID 139759Lithium, mol. (Li2)

Product 1

HCID 23298234HCID 23298234, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture containing the title compound of Example 6, 2-cyclopropy-3-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]oxy]-4-quinolinecarboxylic acid, dilithium salt (906 mg, 2.02 mmol), triphenylmethyl chloride (590 mg, 2.11 mmol), and triethylamine (0.309 mL, 224 mg, 2.22 mmol) in acetone (10 mL) was stirred at room temperature in a stoppered flask for four days (reaction time beyond two days was unnecessary). The reaction mixture was next filtered and re-dissolved into 40 mL total volume with acetone. Yield was assumed to be 100% and appropriate aliquots were used in subsequent reactions.

Sources & evidence

ORD record
ord-1370733ad8514bef97c41ea6f975a1d3
Source dataset
uspto-grants-2000_09
Patent number
US06117885

Reaction notes

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