4-(1-Pyrrolidinyl)piperidine → HCID 178519283, compound

HRID 545439Notes

Reaction equation

HRID 545439 reaction equation
[CH:1]1([N:4]2[C:8]([C:9]([OH:11])=O)=[C:7](C3C=NC(O)=CC=3)[N:6]=[C:5]2[C:19]2[CH:24]=[CH:23][C:22]([O:25][C:26]([F:29])([F:28])[F:27])=[CH:21][CH:20]=2)[CH2:3][CH2:2]1.C([O:37][C:38]1[CH:39]=[C:40]([CH:44]=[CH:45][N:46]=1)C(O)=O)C1C=CC=CC=1.[N:47]1([CH:52]2[CH2:57][CH2:56][NH:55][CH2:54][CH2:53]2)[CH2:51][CH2:50][CH2:49][CH2:48]1>>[CH:1]1([N:4]2[C:8]([C:9]([N:55]3[CH2:56][CH2:57][CH:52]([N:47]4[CH2:51][CH2:50][CH2:49][CH2:48]4)[CH2:53][CH2:54]3)=[O:11])=[C:7]([C:40]3[CH:44]=[CH:45][N:46]=[C:38]([OH:37])[CH:39]=3)[N:6]=[C:5]2[C:19]2[CH:24]=[CH:23][C:22]([O:25][C:26]([F:28])([F:29])[F:27])=[CH:21][CH:20]=2)[CH2:2][CH2:3]1

Participants

4

Reactant 3

HCID 787034-(1-Pyrrolidinyl)piperidineHCID 229262722-(Benzyloxy)pyridine-4-carboxylic acidHCID 1785240453-Cyclopropyl-5-(6-hydroxy-pyridin-3-yl)-2-(4-trifluoromethoxy-phenyl)-3H-imidazole-4-carboxylic acid

Product 1

HCID 178519283HCID 178519283, compound

Procedure

In analogy to the procedure described for example 2, the title compound has been obtained by coupling of 3-cyclopropyl-5-(2-hydroxy-pyridin-4-yl)-2-(4-trifluoromethoxy-phenyl)-3H-imidazole-4-carboxylic acid (prepared in analogy to the sequence described for the preparation of intermediate 9, but using 2-benzyloxy-isonicotinic acid instead of 6-benzyloxy-nicotinic acid in step 9A) with 4-pyrrolidin-1-yl-piperidine to give the title compound as yellow amorphous solid. MS: 542.2 (MH+).

Workup

  1. customprepared in analogy to the sequence

Sources & evidence

ORD record
ord-8b1bc65fdd1c484b9976d4215ff780f2
Source dataset
uspto-grants-2011_05
Patent number
US07935707B2

Reaction notes

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