4-(Pyrrolidin-3-yl)pyridine--hydrogen chloride (1/1) → 4-[1-({5-[4-(Trifluoromethyl)phenyl] isoxazol-4-yl}carbonyl)pyrrolidin-3-yl]pyridine

HRID 1446257Notes

Reaction equation

HRID 1446257 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:13][N:12]=[CH:11][C:10]=2[C:14]([OH:16])=O)=[CH:5][CH:4]=1.Cl.[NH:20]1[CH2:24][CH2:23][CH:22]([C:25]2[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=2)[CH2:21]1>>[F:17][C:2]([F:1])([F:18])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[O:13][N:12]=[CH:11][C:10]=2[C:14]([N:20]2[CH2:24][CH2:23][CH:22]([C:25]3[CH:26]=[CH:27][N:28]=[CH:29][CH:30]=3)[CH2:21]2)=[O:16])=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 177497574-(Pyrrolidin-3-yl)pyridine--hydrogen chloride (1/1)HCID 686829214-Isoxazolecarboxylic acid, 5-[4-(trifluoromethyl)phenyl]-

Product 1

HCID 591700774-[1-({5-[4-(Trifluoromethyl)phenyl] isoxazol-4-yl}carbonyl)pyrrolidin-3-yl]pyridine

Procedure

The title compound was prepared from 5-(4-trifluoromethylphenyl)isoxazole-4-carboxylic acid (12.9 mg, 0.050 mmol) and 4-pyrrolidin-3-ylpyridine hydrochloride (11.1 mg, 0.060 mmol) as described in synthetic method C and thereafter purified by preparative HPLC method B to give a solid (11.6 mg). Calcd for C20H16F3N3O2: 387.1195, found 387.1193.

Workup

  1. custompurified by preparative HPLC method B

Sources & evidence

ORD record
ord-67817f769d4044a7b2fcf8a6fbd81352
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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