5-Propyl-2-bromopyrimidine → 5-Propyl-2-[4-[2-[4-(tetrazol-1-yl)phenoxymethyl]pyridin-5-yl]piperidin-1-yl]pyrimidine

HRID 42162Notes

Reaction equation

HRID 42162 reaction equation
[N:1]1([C:6]2[CH:32]=[CH:31][C:9]([O:10][CH2:11][C:12]3[CH:17]=[CH:16][C:15]([CH:18]4[CH2:23][CH2:22][N:21]([C:24](OC(C)(C)C)=O)[CH2:20][CH2:19]4)=[CH:14][N:13]=3)=[CH:8][CH:7]=2)[CH:5]=[N:4][N:3]=[N:2]1.[CH2:33]([C:36]1[CH:37]=[N:38]C(Br)=[N:40][CH:41]=1)[CH2:34][CH3:35]>>[CH2:33]([C:36]1[CH:37]=[N:38][C:24]([N:21]2[CH2:22][CH2:23][CH:18]([C:15]3[CH:16]=[CH:17][C:12]([CH2:11][O:10][C:9]4[CH:31]=[CH:32][C:6]([N:1]5[CH:5]=[N:4][N:3]=[N:2]5)=[CH:7][CH:8]=4)=[N:13][CH:14]=3)[CH2:19][CH2:20]2)=[N:40][CH:41]=1)[CH2:34][CH3:35]

Participants

3

Reactant 2

HCID 104203465-Propyl-2-bromopyrimidineHCID 67083200HCID 67083200, compound

Product 1

HCID 670832235-Propyl-2-[4-[2-[4-(tetrazol-1-yl)phenoxymethyl]pyridin-5-yl]piperidin-1-yl]pyrimidine

Procedure

The title compound was prepared from tert-butyl 4-[2-[4-(tetrazol-1-yl)phenoxymethyl]pyridin-5-yl]piperidine-1-carboxylate (Example 17) (56 mg, 0.13 mmol) and 5-propyl-2-bromopyrimidine (36 μL, 0.26 mmol) following a procedure analogous to that in Example 48 as a white crystal (6 mg, yield 10%).

Sources & evidence

ORD record
ord-6f42d4a3e9af4de88446a75b733854f2
Source dataset
uspto-grants-2013_09
Patent number
US08536176B2

Reaction notes

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