4-(1-Pyrrolidinyl)piperidine → HCID 57580526, compound

HRID 1692399Notes

Reaction equation

HRID 1692399 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][CH:13]([N:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([CH3:21])[CH:3]=1.BrC1C=CC(C(O)=O)=C(C)C=1.N1(C2CCNCC2)CCCC1.BrC1C(C)=C(C(N2CCC(N3CCCC3)CC2)=O)C=CC=1.[F:65][C:66]([F:78])([F:77])[O:67][C:68]1[CH:69]=[C:70](B(O)O)[CH:71]=[CH:72][CH:73]=1>>[CH3:21][C:4]1[CH:3]=[C:2]([C:70]2[CH:71]=[CH:72][CH:73]=[C:68]([O:67][C:66]([F:65])([F:77])[F:78])[CH:69]=2)[CH:7]=[CH:6][C:5]=1[C:8]([N:10]1[CH2:15][CH2:14][CH:13]([N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:12][CH2:11]1)=[O:9]

Participants

6

Reactant 5

HCID 787034-(1-Pyrrolidinyl)piperidineHCID 995704-Bromo-2-methylbenzoic acidHCID 27343853-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)HCID 65573179HCID 65573179, compoundHCID 66901611HCID 66901611, compound

Product 1

HCID 57580526HCID 57580526, compound

Procedure

In analogy to the procedure described for example 1, (4-bromo-2-methyl-phenyl)-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (prepared from 4-bromo-2-methyl-benzoic acid and 4-pyrrolidin-1-yl-piperidine in analogy to the procedure described for the preparation of intermediate 2) was reacted with 3-trifluoromethoxy-phenyl boronic acid to give the title compound as light yellow solid. MS: 433.3 (MH+).

Sources & evidence

ORD record
ord-5c66ac75559c43f29e6f09767e7faaaf
Source dataset
uspto-grants-2012_04
Patent number
US08153805B2

Reaction notes

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