Benzamide → HCID 66830639, compound

HRID 1687880Notes

Reaction equation

HRID 1687880 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:18]=[CH:17][CH:16]=[CH:15][C:10]=2[C:11](NC)=[O:12])[C:5]([Cl:19])=[CH:4][N:3]=1.[NH2:20][C:21]1[C:34]([O:35][CH3:36])=[CH:33][C:24]2[CH2:25][CH2:26][N:27]([CH2:30][CH2:31][OH:32])[CH2:28][CH2:29][C:23]=2[CH:22]=1.C(N)(=O)C1C=CC=CC=1.[CH3:46][O:47][CH2:48][CH2:49][OH:50]>>[CH3:46][O:47][CH2:48][CH2:49][O:50][C:11](=[O:12])[C:10]1[CH:15]=[CH:16][CH:17]=[CH:18][C:9]=1[NH:8][C:6]1[C:5]([Cl:19])=[CH:4][N:3]=[C:2]([NH:20][C:21]2[C:34]([O:35][CH3:36])=[CH:33][C:24]3[CH2:25][CH2:26][N:27]([CH2:30][CH2:31][OH:32])[CH2:28][CH2:29][C:23]=3[CH:22]=2)[N:7]=1

Participants

5

Reactant 4

HCID 2331BenzamideHCID 80192-MethoxyethanolHCID 574161162-(7-Amino-8-methoxy-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)ethan-1-olHCID 579741322-(2,5-Dichloropyrimidin-4-ylamino)-N-methylbenzamide

Product 1

HCID 66830639HCID 66830639, compound

Procedure

In an analogous manner to Example 1534, the product was prepared from 2-(2,5-Dichloro-pyrimidin-4-ylamino)-N-methyl-benzamide and 2-(7-Amino-8-methoxy-1,2,4,5-tetrahydro-3-benzazepin-3-yl)-ethanol. The 2-methoxyethanol solvent reacted with the benzamide resulting in the product (40 mg, 37%). mp: 125-131° C., MS (ESI+): 542 (M+H), 1H-NMR (CDCl3, 400 MHz) δ 11.03 (s, 1H), 8.85 (d, J=8.6 Hz, 1H), 8.16 (s, 2H), 8.15 (s, 1H), 7.53 (t, J=8.1 Hz, 1H), 7.49 (s, 2H), 7.11 (t, J=7.2 Hz, 1H), 6.68 (s, 1H), 4.55 (t, J=8.6 Hz, 2H), 3.90 (s, 3H), 3.79 (m, 2H), 3.66 (m, 2H), 3.46 (s, 3H), 2.91 (m, 2H), 2.83 (m, 2H), 2.69 (m, 6H).

Sources & evidence

ORD record
ord-ebc82cd6cf9442c8a04b5446c5ebcb9f
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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