2-Bromo-5-ethylpyrimidine → 5-Ethyl-2-[4-[2-[4-(tetrazol-1-yl)phenoxymethyl]pyridin-5-yl]piperidin-1-yl]pyrimidine

HRID 42158Notes

Reaction equation

HRID 42158 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](OCCCC)=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:35]1[CH:36]=[N:37]C(Br)=[N:39][CH:40]=1)[CH3:34]>>[CH2:33]([C:35]1[CH:36]=[N:37][C:24]([N:21]2[CH2:20][CH2:19][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)[CH2:23][CH2:22]2)=[N:39][CH:40]=1)[CH3:34]

Participants

3

Reactant 2

HCID 665200972-Bromo-5-ethylpyrimidineHCID 86654267HCID 86654267, compound

Product 1

HCID 672236705-Ethyl-2-[4-[2-[4-(tetrazol-1-yl)phenoxymethyl]pyridin-5-yl]piperidin-1-yl]pyrimidine

Procedure

The title compound was prepared from tort-butyl 4-[2-[4-(tetrazol-1-yl)phenoxymethyl]pyridin-5-yl]piperidine-1-carboxylate (Example 17) (26 mg, 0.06 mmol) and 5-ethyl-2-bromopyrimidine (14 μL, 0.12 mmol) following a procedure analogous to that in Example 48 as a white crystal (10 mg, yield 38%).

Sources & evidence

ORD record
ord-25bf1ea8185949cba034cb7cd8097aa1
Source dataset
uspto-grants-2013_09
Patent number
US08536176B2

Reaction notes

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