Boron tribromide → [6-(2-Hydroxy-pyrimidin-5-yl)-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

HRID 1517116Notes

Reaction equation

HRID 1517116 reaction equation
C[O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[N:14]=[C:13]([C:15]([N:17]3[CH2:22][CH2:21][CH:20]([N:23]4[CH2:27][CH2:26][CH2:25][CH2:24]4)[CH2:19][CH2:18]3)=[O:16])[C:12]([CH3:28])=[CH:11][C:10]=2[C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:38])([F:37])[F:36])[CH:30]=2)=[CH:5][N:4]=1.B(Br)(Br)Br>ClCCl>[OH:2][C:3]1[N:4]=[CH:5][C:6]([C:9]2[N:14]=[C:13]([C:15]([N:17]3[CH2:22][CH2:21][CH:20]([N:23]4[CH2:27][CH2:26][CH2:25][CH2:24]4)[CH2:19][CH2:18]3)=[O:16])[C:12]([CH3:28])=[CH:11][C:10]=2[C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:38])([F:37])[F:36])[CH:30]=2)=[CH:7][N:8]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 58016710[6-(2-Methoxy-pyrimidin-5-yl)-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

Product 1

HCID 178422651[6-(2-Hydroxy-pyrimidin-5-yl)-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In analogy to the procedure described for the preparation of intermediate 10C, [6-(2-methoxy-pyrimidin-5-yl)-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (example 44) was reacted with boron tribromide in dichloromethane to give the title compound as light yellow solid. MS: 512.2 (MH+).

Sources & evidence

ORD record
ord-c7c447c461be49beb081e036a8d1972e
Source dataset
uspto-grants-2012_07
Patent number
US08227613B2

Reaction notes

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