5-Propyl-2-bromopyrimidine → HCID 44820483, compound

HRID 42160Notes

Reaction equation

HRID 42160 reaction equation
[C:1]([C:3]1[CH:29]=[CH:28][C:6]([O:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([CH:15]3[CH2:20][CH2:19][N:18]([C:21](OC(C)(C)C)=O)[CH2:17][CH2:16]3)=[CH:11][N:10]=2)=[CH:5][C:4]=1[F:30])#[N:2].[CH2:31]([C:34]1[CH:35]=[N:36]C(Br)=[N:38][CH:39]=1)[CH2:32][CH3:33]>>[C:1]([C:3]1[CH:29]=[CH:28][C:6]([O:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([CH:15]3[CH2:20][CH2:19][N:18]([C:21]4[N:38]=[CH:39][C:34]([CH2:31][CH2:32][CH3:33])=[CH:35][N:36]=4)[CH2:17][CH2:16]3)=[CH:11][N:10]=2)=[CH:5][C:4]=1[F:30])#[N:2]

Participants

3

Reactant 2

HCID 104203465-Propyl-2-bromopyrimidineHCID 44820148Tert-butyl 4-[2-(4-cyano-3-fluorophenoxymethyl)pyridin-5-yl]piperidine-1-carboxylate

Product 1

HCID 44820483HCID 44820483, compound

Procedure

The title compound was prepared from tert-butyl 4-[2-(4-cyano-3-fluorophenoxymethyl)pyridin-5-yl]piperidine-1-carboxylate (Example 13) (50 mg, 0.12 mmol) and 5-propyl-2-bromopyrimidine (33 μL, 0.24 mmol) following a procedure analogous to that in Example 48 as a white crystal (35 mg, yield 67%).

Sources & evidence

ORD record
ord-ab397bc407994d3999fbf2d28c09ebf1
Source dataset
uspto-grants-2013_09
Patent number
US08536176B2

Reaction notes

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