1-(1-Methyl-1H-imidazol-2-yl)methanamine--hydrogen chloride (1/1) → N-(1-Methyl-1H-imidazol-2-ylmethyl)-2-[3-[2-(4-methyl-pyridin-2-yl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-indazol-6-ylamino]-benzamide

HRID 1827498Notes

Reaction equation

HRID 1827498 reaction equation
Cl.[CH3:2][N:3]1[CH:7]=[CH:6][N:5]=[C:4]1[CH2:8][NH2:9].[CH3:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([CH:17]=[CH:18][C:19]2[C:27]3[C:22](=[CH:23][C:24]([NH:28][C:29]4[CH:37]=[CH:36][CH:35]=[CH:34][C:30]=4[C:31](O)=[O:32])=[CH:25][CH:26]=3)[N:21]([CH:38]3[CH2:43][CH2:42][CH2:41][CH2:40][O:39]3)[N:20]=2)[CH:12]=1>C(Cl)Cl>[CH3:2][N:3]1[CH:7]=[CH:6][N:5]=[C:4]1[CH2:8][NH:9][C:31](=[O:32])[C:30]1[CH:34]=[CH:35][CH:36]=[CH:37][C:29]=1[NH:28][C:24]1[CH:23]=[C:22]2[C:27]([C:19]([CH:18]=[CH:17][C:13]3[CH:12]=[C:11]([CH3:10])[CH:16]=[CH:15][N:14]=3)=[N:20][N:21]2[CH:38]2[CH2:43][CH2:42][CH2:41][CH2:40][O:39]2)=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 221365371-(1-Methyl-1H-imidazol-2-yl)methanamine--hydrogen chloride (1/1)HCID 693525322-[3-[2-(4-Methyl-pyridin-2-yl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-indazol-6-ylamino]-benzoic acid

Product 1

HCID 69353146N-(1-Methyl-1H-imidazol-2-ylmethyl)-2-[3-[2-(4-methyl-pyridin-2-yl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-indazol-6-ylamino]-benzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared in a similar manner to that described for Example 6 above except using C-(1-Methyl-1H-imidazol-2-yl)-methylamine hydrochloride and 2-[3-[2-(4-Methyl-pyridin-2-yl) -vinyl]-1-(tetrahydro-pyran-2-yl)-1H-indazol-6-ylamino]-benzoic acid. 1H NMR (DMSO-d6) δ 9.83 (1H, s 9.03 (1H, t, J=5.5 Hz), 8.45 (1H, d, J=4.7 Hz), 8.09 (1H, d, J=8.5 Hz), 7.85 (1H, d , J=16.5 Hz), 8.67 (1H, d , J=7.3 Hz), 7.53–7.39 (4H, m), 7.11 (3H, m), 6.90 (1H, d, J=6.9 Hz), 6.86 (1H, s), 5.79 (1H, d , J=8.9 Hz), 5.75 (1H, s), 4.54 (1H, d , J=5.5 Hz), 3.85–3.70 (2H, m), 3.66 (3H, s), 2.35 (3H, s), 2.10 (2H, m), 1.70 (2H, m), 1.60 (3H, m). Anal. Calcd for C32H33N7O2.0.8 CH2Cl2: C, 63.99; H, 5.672; N, 15.93. Found: C, 63.95; H, 5.72; N, 16.01.

Workup

  1. customPrepared in a similar manner to that

Sources & evidence

ORD record
ord-c5363a2bf975417cbae4b9825eb95361
Source dataset
uspto-grants-2006_05
Patent number
US07053107B2

Reaction notes

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