1H-Indazol-4-amine, 1-methyl- → N-(1-methyl-1H-indazol-4-yl)-N'-[4-(1-piperidinyl)benzyl]urea

HRID 585963Notes

Reaction equation

HRID 585963 reaction equation
[N:1]([CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:7][CH:6]=1)=[C:2]=[O:3].[CH3:17][N:18]1[C:26]2[CH:25]=[CH:24][CH:23]=[C:22]([NH2:27])[C:21]=2[CH:20]=[N:19]1.N1C2C=CC=C(N)C=2C=N1>>[CH3:17][N:18]1[C:26]2[C:21](=[C:22]([NH:27][C:2]([NH:1][CH2:4][C:5]3[CH:10]=[CH:9][C:8]([N:11]4[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]4)=[CH:7][CH:6]=3)=[O:3])[CH:23]=[CH:24][CH:25]=2)[CH:20]=[N:19]1

Participants

4

Reactant 3

HCID 1538381H-Indazol-4-amine, 1-methyl-HCID 413085NoName_3327HCID 223376051-[4-(Isocyanatomethyl)phenyl]piperidine

Product 1

HCID 22337635N-(1-methyl-1H-indazol-4-yl)-N'-[4-(1-piperidinyl)benzyl]urea

Procedure

The title compound was prepared using the procedure described in Example 89B using 1-[4-(isocyanatomethyl)phenyl]piperidine and 1-methyl-1H-indazol-4-amine instead of 1-bromo-4-(isocyanatomethyl)benzene and the product from Example 89A. NMR (DMSO-d6) δ 9.43 (s, 1H), 8.37 (s, 1H), 7.82 (d, 2H), 7.69 (d, 1H), 7.63 (m, 3H), 7.22 (t, 1H), 7.11 (t, 1H), 4.40 (d, 2H), 3.99 (s, 3H), 3.50 (m, 4H), 1.98 (m, 4H), 1.67 (m, 2H); MS (ESI) (M+H)+364.

Sources & evidence

ORD record
ord-c505b880e65b44b5ac3c84fe0971f02c
Source dataset
uspto-grants-2005_08
Patent number
US06933311B2

Reaction notes

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