(1-methyl-1H-benzo[d]imidazol-2-yl)methanamine hydrochloride → N-(1-Methyl-1H-benzoimidazol-2-ylmethyl)-2-[3-[2-(4-methyl-pyridin-2-yl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-indazol-6-ylamino]-benzamide

HRID 1827497Notes

Reaction equation

HRID 1827497 reaction equation
Cl.[CH3:2][N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[CH2:12][NH2:13].[CH3:14][C:15]1[CH:20]=[CH:19][N:18]=[C:17]([CH:21]=[CH:22][C:23]2[C:31]3[C:26](=[CH:27][C:28]([NH:32][C:33]4[CH:41]=[CH:40][CH:39]=[CH:38][C:34]=4[C:35](O)=[O:36])=[CH:29][CH:30]=3)[N:25]([CH:42]3[CH2:47][CH2:46][CH2:45][CH2:44][O:43]3)[N:24]=2)[CH:16]=1>>[CH3:2][N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[CH2:12][NH:13][C:35](=[O:36])[C:34]1[CH:38]=[CH:39][CH:40]=[CH:41][C:33]=1[NH:32][C:28]1[CH:27]=[C:26]2[C:31]([C:23]([CH:22]=[CH:21][C:17]3[CH:16]=[C:15]([CH3:14])[CH:20]=[CH:19][N:18]=3)=[N:24][N:25]2[CH:42]2[CH2:47][CH2:46][CH2:45][CH2:44][O:43]2)=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 22136539(1-methyl-1H-benzo[d]imidazol-2-yl)methanamine hydrochlorideHCID 693525322-[3-[2-(4-Methyl-pyridin-2-yl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-indazol-6-ylamino]-benzoic acid

Product 1

HCID 69352713N-(1-Methyl-1H-benzoimidazol-2-ylmethyl)-2-[3-[2-(4-methyl-pyridin-2-yl)-vinyl]-1-(tetrahydro-pyran-2-yl)-1H-indazol-6-ylamino]-benzamide

Procedure

Prepared in a similar manner to that described for Example 6 above, except using C-(1-Methyl-1H-benzoimidazol-2-yl)-methylamine hydrochloride N 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 9.82 (1H, s), 9.20 (1H, t, J=5.3 Hz), 8.46 (1H, d, J=4.9 Hz), 8.07 (1H, d, J=8.9 Hz), 7.85 (1H, d, J=16.4 Hz), 7.74 (1H, d, J=7.3 Hz), 7.58 (1H, d, J=7.2 Hz), 7.50 (6H, m), 7.19 (4H, m), 6.92 (1H, t, J=8.1 Hz), 5.78 (1H, dd, J=2.5, 9.5 Hz), 4.79 (2H, d, J=5.5 Hz), 3.89 (1H,m), 3.83 (3H, s), 3.71 (1H, m), 2.41 (1H, m), 2.35 (3H, s), 2.00 (2H, m), 1.74 (1H, m), 1.57 (2H, m).

Workup

  1. customPrepared in a similar manner to that

Sources & evidence

ORD record
ord-fb3106d69fc349e68665d5bcb4fc4b99
Source dataset
uspto-grants-2006_05
Patent number
US07053107B2

Reaction notes

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