Triphenylphosphine → Ethyl (5-{2-[4-(5-bromo-2-fluorophenoxy)piperidin-1-yl]pyrimidin-5-yl}-2H-tetrazol-2-yl)acetate

HRID 729469Notes

Reaction equation

HRID 729469 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]2[N:13]=[CH:12][C:11]([C:14]3[N:15]=[N:16][N:17]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:18]=3)=[CH:10][N:9]=2)[CH2:4][CH2:3]1.[Br:25][C:26]1[CH:27]=[CH:28][C:29]([F:33])=[C:30](O)[CH:31]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O>>[Br:25][C:26]1[CH:31]=[CH:30][C:29]([F:33])=[C:28]([CH:27]=1)[O:1][CH:2]1[CH2:3][CH2:4][N:5]([C:8]2[N:9]=[CH:10][C:11]([C:14]3[N:15]=[N:16][N:17]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:18]=3)=[CH:12][N:13]=2)[CH2:6][CH2:7]1

Participants

5

Reactant 4

HCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 183421Phenol, 5-bromo-2-fluoro-HCID 86621801Ethyl {5-[2-(4-hydroxypiperidin-1-yl)pyrimidin-5-yl]-2H-tetrazol-2-yl}acetate

Product 1

HCID 86621805Ethyl (5-{2-[4-(5-bromo-2-fluorophenoxy)piperidin-1-yl]pyrimidin-5-yl}-2H-tetrazol-2-yl)acetate

Procedure

The title compound was prepared in a similar manner as that described for Example 3 (step 4) from ethyl {5-[2-(4-hydroxypiperidin-1-yl)pyrimidin-5-yl]-2H-tetrazol-2-yl}acetate, 5-bromo-2-fluorophenol, triphenylphosphine and di-tert-butyl azodicarboxylate.

Sources & evidence

ORD record
ord-72d34ec8b81c4619903a2a4cd92acdb7
Source dataset
uspto-grants-2009_09
Patent number
US07582633B2

Reaction notes

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