(S)-1-(pyrrolidin-2-ylmethyl)piperidine → (S)-(2-(piperidin-1-ylmethyl)pyrrolidin-1-yl)(6-(trifluoromethyl)benzofuran-2-yl)methanone

HRID 2212051Notes

Reaction equation

HRID 2212051 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:14]=[CH:13][C:6]2[CH:7]=[C:8]([C:10]([OH:12])=O)[O:9][C:5]=2[CH:4]=1.[NH:17]1[CH2:21][CH2:20][CH2:19][C@H:18]1[CH2:22][N:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>>[N:23]1([CH2:22][C@@H:18]2[CH2:19][CH2:20][CH2:21][N:17]2[C:10]([C:8]2[O:9][C:5]3[CH:4]=[C:3]([C:2]([F:1])([F:16])[F:15])[CH:14]=[CH:13][C:6]=3[CH:7]=2)=[O:12])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 7022796(S)-1-(pyrrolidin-2-ylmethyl)piperidineHCID 219641426-(Trifluoromethyl)benzofuran-2-carboxylic acid

Product 1

HCID 44411624(S)-(2-(piperidin-1-ylmethyl)pyrrolidin-1-yl)(6-(trifluoromethyl)benzofuran-2-yl)methanone

Procedure

71 mg of the title compound were synthesized as described for (E)-3-(4-bromophenyl)-1-((S)-2-((pyrrolidin-1-yl)methyl)pyrrolidin-1-yl)propenone, using 6-(trifluoromethyl)benzofuran-2-carboxylic acid instead of (E)-4-bromocinnamic acid and 1-(((S)-pyrrolidin-2-yl)methyl)piperidine instead of (S)-2-((pyrrolidin-1-yl)methyl)pyrrolidine.

Sources & evidence

ORD record
ord-0c764bd5f91645b9bacdee365f8c44f6
Source dataset
uspto-grants-2006_09
Patent number
US07101898B2

Reaction notes

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