Triphenylphosphine → HCID 178454069, compound

HRID 1774777Notes

Reaction equation

HRID 1774777 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[N:6][CH:7]=1.[C:9]([O:13][C:14](=[O:23])[NH:15][C@H:16]1[CH2:21][CH2:20][C@@H:19](O)[CH2:18][CH2:17]1)([CH3:12])([CH3:11])[CH3:10].C1C(COC(/N=N\C(OCC2C=CC(Cl)=CC=2)=O)=O)=CC=C(Cl)C=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[Br:1][C:2]1[CH:3]=[C:4]([O:8][C@H:19]2[CH2:18][CH2:17][C@H:16]([NH:15][C:14](=[O:23])[O:13][C:9]([CH3:11])([CH3:10])[CH3:12])[CH2:21][CH2:20]2)[CH:5]=[N:6][CH:7]=1

Participants

5

Reactant 4

HCID 11776TriphenylphosphineHCID 5995293-Bromo-5-hydroxypyridineHCID 16218364(4-chlorophenyl)methyl (NZ)-N-[(4-chlorophenyl)methoxycarbonylimino]carbamateHCID 178418813HCID 178418813, compound

Product 1

HCID 178454069HCID 178454069, compound

Procedure

In analogy to the procedure described for the preparation of intermediate A-7, 5-bromopyridin-3-ol was reacted with (cis)-(4-hydroxy-cyclohexyl)-carbamic acid tert-butyl ester in presence of di-(4-chlorobenzyl)azodicarboxylate and triphenylphosphine to give the title compound as a colorless solid. MS: 371.3 and 373.3 (M+H+).

Sources & evidence

ORD record
ord-a56f300e5dd647e7ad7f20302ae2bd49
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

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