HCID 54761158, compound → HCID 67125861, compound

Reaction equation

[ClH:1].[C:2]([C:6]1ON=[C:8]([NH:11][C:12](=[O:36])[NH:13][C:14]2[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:35])[C:22]3[CH:27]=[CH:26][C:25]([O:28][CH:29]4[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]4)=[CH:24][N:23]=3)=[CH:16][CH:15]=2)[CH:7]=1)([CH3:5])([CH3:4])[CH3:3].C(OC(N1CCC(OC2C=CN=C(C(O)=O)C=2)CC1)=O)(C)(C)C.Cl.NC1C=CC(NC(NC2[O:76][N:75]=C(C(C)(C)C)C=2)=O)=CC=1.NC1C=CC(NC(NC2C=C(C(C)(C)C)ON=2)=O)=CC=1>>[ClH:1].[C:2]([C:6]1[CH:7]=[C:8]([NH:11][C:12](=[O:36])[NH:13][C:14]2[CH:15]=[CH:16][C:17]([NH:20][C:21](=[O:35])[C:22]3[CH:27]=[CH:26][C:25]([O:28][CH:29]4[CH2:30][CH2:31][NH:32][CH2:33][CH2:34]4)=[CH:24][N:23]=3)=[CH:18][CH:19]=2)[O:76][N:75]=1)([CH3:4])([CH3:5])[CH3:3]

Participants

Reactant 4

HCID 54761158HCID 54761158, compound

HCID 59380899HCID 59380899, compound

HCID 67125866HCID 67125866, compound

HCID 67125878HCID 67125878, compound

Product 1

HCID 67125861HCID 67125861, compound

Procedure

N-(4-(3-(3-tert-Butylisoxazol-5-yl)ureido)phenyl)-5-(piperidin-4-yloxy)picolinamide hydrochloride was prepared as a yellow solid (500 mg) using procedures analogous to those described in Steps 3-4 of Example 1, substituting 541-(tert-butoxycarbonyl)piperidin-4-yloxy)picolinic acid from Example 6 for 4-(1-(tert-butoxycarbonyl)piperidin-4-yloxy)picolinic acid, and 1-(4-aminophenyl)-3-(3-tert-butylisoxazol-5-yl)urea hydrochloride from Step 1 of this example for 1-(4-aminophenyl)-3-(5-tert-butylisoxazol-3-yl)urea used in Example 1. LC-MS (ESI) m/z 479 (M+H)+.