1-(1-Ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → N-(3-{5-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-1H-benzimidazol-1-yl]phenyl)-N'-(2,2,2-trifluoroethyl)urea

HRID 406991Notes

Reaction equation

HRID 406991 reaction equation
N1CC[CH:4]([N:7]2[CH:11]=[C:10]([C:12]3[CH:35]=[CH:34][C:15]4[N:16]([C:19]5[CH:20]=[C:21]([NH:25][C:26]([NH:28][CH2:29][C:30]([F:33])([F:32])[F:31])=[O:27])[CH:22]=[CH:23][CH:24]=5)[CH:17]=[N:18][C:14]=4[CH:13]=3)[CH:9]=[N:8]2)[CH2:3]C1.[CH2:36]([O:38]C(N1C=C(B2OC(C)(C)C(C)(C)O2)C=N1)C)[CH3:37]>>[CH2:36]([O:38][CH:4]([N:7]1[CH:11]=[C:10]([C:12]2[CH:35]=[CH:34][C:15]3[N:16]([C:19]4[CH:20]=[C:21]([NH:25][C:26]([NH:28][CH2:29][C:30]([F:32])([F:31])[F:33])=[O:27])[CH:22]=[CH:23][CH:24]=4)[CH:17]=[N:18][C:14]=3[CH:13]=2)[CH:9]=[N:8]1)[CH3:3])[CH3:37]

Participants

3

Reactant 2

HCID 467367981-(1-Ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 67980152N-{3-[5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-1H-benzimidazol-1-yl]phenyl}-N'-(2,2,2-trifluoroethyl)urea

Product 1

HCID 67980487N-(3-{5-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-1H-benzimidazol-1-yl]phenyl)-N'-(2,2,2-trifluoroethyl)urea

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 21 (step 3) starting from N-{3-[5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-1H-benzimidazol-1-yl]phenyl}-N′-(2,2,2-trifluoroethyl)urea (prepared from the procedure for Example 21, step 4) and 1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (Adesis, Cat. No. 9-243), LCMS (M+H)+: m/z=473.1.

Workup

  1. customThis compound was prepared
  2. customthose described for the synthesis of Example 21 (step 3)

Sources & evidence

ORD record
ord-318538278d484ea1aee32bab48887b3b
Source dataset
uspto-grants-2014_06
Patent number
US08754114B2

Reaction notes

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