1,4-Dioxane hydrochloride → HCID 68580089, compound

HRID 2233996Notes

Reaction equation

HRID 2233996 reaction equation
C(O[C:6]([NH:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]2[N:20]=[C:19]([CH2:21][CH2:22][CH2:23][CH3:24])[N:18]=[C:17]([C:25]([OH:27])=[O:26])[CH:16]=2)[CH2:11][CH2:10]1)=[O:7])(C)(C)C.Cl.O1CCOCC1.Cl.NC1CCN(C2C=C(C=C(Cl)N=2)C(N)=O)CC1.Cl.NC1CCN(C2N=C(CCCC)N=C(C(O)=O)C=2)CC1.[Cl:74][C:75]1[C:79]([Cl:80])=[C:78](C)[NH:77][C:76]=1[C:82](NC1CCN(C2C=C(C#N)N=C(Cl)N=2)CC1)=O>>[CH2:21]([C:19]1[N:18]=[C:17]([C:25]([OH:27])=[O:26])[CH:16]=[C:15]([N:12]2[CH2:11][CH2:10][CH:9]([NH:8][C:6]([C:78]3[NH:77][C:76]([CH3:82])=[C:75]([Cl:74])[C:79]=3[Cl:80])=[O:7])[CH2:14][CH2:13]2)[N:20]=1)[CH2:22][CH2:23][CH3:24]

Participants

6

Reactant 5

HCID 204431481,4-Dioxane hydrochlorideHCID 68579762HCID 68579762, compound2×HCID 68579911HCID 68579911, compoundHCID 866082552-(4-Aminopiperidin-1-yl)-6-chloroisonicotinamide hydrochlorideHCID 86608334HCID 86608334, compound2×

Product 1

HCID 68580089HCID 68580089, compound

Procedure

(6-{4-[(tert-Butoxycarbonyl)amino]piperidin-1-yl}-2-butylpyrimidine-4-carboxylic acid) (Intermediate 100) was treated with 4 N HCl/dioxane for as described for Intermediate 70. The resulting hydrochloride salt, 6-(4-aminopiperidin-1-yl)-2-butylpyrimidine-4-carboxylic acid hydrochloride salt was coupled to 3,4-dichloro-5-methyl-1H-pyrrole-2-carboxylic acid (Intermediate 3) in a manner analogous to Example 29 to give the title compound.

Sources & evidence

ORD record
ord-0b298626a44f4b319458d740fd731216
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

Loading…