4-(1-Pyrrolidinyl)piperidine → HCID 178519280, compound

HRID 545429Notes

Reaction equation

HRID 545429 reaction equation
[CH:1]1([N:4]2[C:8]([C:9]([OH:11])=O)=[C:7]([C:12]3[CH:13]=[N:14][C:15]([OH:18])=[CH:16][CH:17]=3)[N:6]=[C:5]2C2C=CC(OC(F)(F)F)=CC=2)[CH2:3][CH2:2]1.C(OC(=O)CN(C1CC1)C(=O)[C:37]1[CH:42]=[CH:41][CH:40]=[C:39]([O:43][C:44]([F:47])([F:46])[F:45])[CH:38]=1)C.[N:53]1([CH:58]2[CH2:63][CH2:62][NH:61][CH2:60][CH2:59]2)[CH2:57][CH2:56][CH2:55][CH2:54]1>>[CH:1]1([N:4]2[C:8]([C:9]([N:61]3[CH2:62][CH2:63][CH:58]([N:53]4[CH2:57][CH2:56][CH2:55][CH2:54]4)[CH2:59][CH2:60]3)=[O:11])=[C:7]([C:12]3[CH:13]=[N:14][C:15]([OH:18])=[CH:16][CH:17]=3)[N:6]=[C:5]2[C:41]2[CH:42]=[CH:37][CH:38]=[C:39]([O:43][C:44]([F:45])([F:46])[F:47])[CH:40]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 787034-(1-Pyrrolidinyl)piperidineHCID 67132963[Cyclopropyl-(3-trifluoromethoxy-benzoyl)-amino]-acetic acid ethyl esterHCID 1785240453-Cyclopropyl-5-(6-hydroxy-pyridin-3-yl)-2-(4-trifluoromethoxy-phenyl)-3H-imidazole-4-carboxylic acid

Product 1

HCID 178519280HCID 178519280, compound

Procedure

In analogy to the procedure described for example 2, the title compound has been obtained by coupling of 3-cyclopropyl-5-(6-hydroxy-pyridin-3-yl)-2-(3-trifluoromethoxy-phenyl)-3H-imidazole-4-carboxylic acid (prepared in analogy to the sequence described for the preparation of intermediate 9, using [cyclopropyl-(3-trifluoromethoxy-benzoyl)-amino]-acetic acid ethyl ester instead of [cyclopropyl-(4-trifluoromethoxy-benzoyl)-amino]-acetic acid ethyl ester in step 9A) with 4-pyrrolidin-1-yl-piperidine to give the title compound as a colorless amorphous solid. MS: 542.4 (MH+).

Workup

  1. customprepared in analogy to the sequence

Sources & evidence

ORD record
ord-57dc7160ee1f4bf9bbfee6ec4c56f6bf
Source dataset
uspto-grants-2011_05
Patent number
US07935707B2

Reaction notes

Loading…