4-(1-Pyrrolidinyl)piperidine → HCID 58016732, compound

HRID 1517082Notes

Reaction equation

HRID 1517082 reaction equation
[Cl:1][C:2]1[C:3]([C:18]([OH:20])=O)=[N:4][CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)[CH:7]=1.COC(C1C(Cl)=CC(C2C=CC=C(C(F)(F)F)C=2)=CN=1)=O.CC1C(C(O)=O)=NC=C(C2C=CC=C(C(F)(F)F)C=2)C=1.[N:62]1([CH:67]2[CH2:72][CH2:71][NH:70][CH2:69][CH2:68]2)[CH2:66][CH2:65][CH2:64][CH2:63]1>>[Cl:1][C:2]1[C:3]([C:18]([N:70]2[CH2:71][CH2:72][CH:67]([N:62]3[CH2:66][CH2:65][CH2:64][CH2:63]3)[CH2:68][CH2:69]2)=[O:20])=[N:4][CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:15])([F:16])[F:17])[CH:9]=2)[CH:7]=1

Participants

5

Reactant 4

HCID 787034-(1-Pyrrolidinyl)piperidineHCID 574411243-Methyl-5-(3-trifluoromethyl-phenyl)-pyridine-2-carboxylic acidHCID 57441134HCID 57441134, compound2×HCID 57441149HCID 57441149, compound

Product 1

HCID 58016732HCID 58016732, compound

Procedure

In analogy to the procedure described for example 1, 3-chloro-5-(3-trifluoromethyl-phenyl)-pyridine-2-carboxylic acid [prepared from 3-chloro-5-(3-trifluoromethyl-phenyl)-pyridine-2-carboxylic acid methyl ester (intermediate 7) by saponification in analogy to the procedure described for intermediate 1B] was reacted with 4-pyrrolidin-1-yl-piperidine to give the title compound as light yellow oil. MS: 438.2 (MH+, 1Cl).

Sources & evidence

ORD record
ord-71b10602cb764f468450566ad7870d05
Source dataset
uspto-grants-2012_07
Patent number
US08227613B2

Reaction notes

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