2-methoxy-5-(4H-triazol-4-yl)benzoic acid → HCID 18465034, compound

HRID 2230649Notes

Reaction equation

HRID 2230649 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([CH:12]2[CH:16]=[N:15][N:14]=[N:13]2)=[CH:8][C:4]=1[C:5]([OH:7])=O.Cl.[CH2:18]([O:20][CH2:21][CH2:22][N:23]1[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2[N:25]=[C:24]1[N:32]1[CH2:38][CH2:37][CH2:36][N:35]([CH2:39][CH2:40][C:41]2([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=3)[CH2:45][CH2:44][NH:43][CH2:42]2)[CH2:34][CH2:33]1)[CH3:19]>CO.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([CH:12]2[CH:16]=[N:15][N:14]=[N:13]2)=[CH:8][C:4]=1[C:5]([N:43]1[CH2:44][CH2:45][C:41]([CH2:40][CH2:39][N:35]2[CH2:36][CH2:37][CH2:38][N:32]([C:24]3[N:23]([CH2:22][CH2:21][O:20][CH2:18][CH3:19])[C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=4[N:25]=3)[CH2:33][CH2:34]2)([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)[CH2:42]1)=[O:7]

Participants

4

Reactant 2

HCID 184644732-methoxy-5-(4H-triazol-4-yl)benzoic acidHCID 184649573-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepan-1-yl)ethyl)-3-phenylpyrrolidine hydrochloric acid

Product 1

HCID 18465034HCID 18465034, compound

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent2×

Procedure

Prepare by the method of Example 56.1 using 2-methoxy-5-(4H-triazol-4-yl)benzoic acid and 3-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepan-1-yl)ethyl)-3-phenylpyrrolidine hydrochloric acid salt (prepared from (−)-3-phenyl-3-(2-hydroxyethyl)pyrrolidine (R,R)-di-p-anisoyltartaric acid salt) to give, after chromatography on silica gel eluting sequentially with 10% methanol/ethyl acetate and then 50% methanol/ethyl acetate, the title compound.

Workup

  1. customto give

Sources & evidence

ORD record
ord-1bb6a99521724f56849466ad91042afd
Source dataset
uspto-grants-2002_07
Patent number
US06423704B1

Reaction notes

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