5-Bromo-N,N-dimethylpyrimidin-2-amine → 3-Chloro-benzo[b]thiophene-2-carboxylic acid [5-(2-dimethylamino-pyrimidin-5-yl)-2-methoxy-benzyl]-(4-methylamino-cyclohexyl)-amide dihydrochloride

HRID 2389599Notes

Reaction equation

HRID 2389599 reaction equation
[C:1]([N:8](C)[CH:9]1[CH2:14][CH2:13][CH:12]([N:15]([CH2:28][C:29]2[CH:30]=[C:31](B(O)O)[CH:32]=[CH:33][C:34]=2[O:35][CH3:36])[C:16]([C:18]2[S:22][C:21]3[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=3[C:19]=2[Cl:27])=[O:17])[CH2:11][CH2:10]1)(OC(C)(C)C)=O.Br[C:42]1[CH:43]=[N:44][C:45]([N:48]([CH3:50])[CH3:49])=[N:46][CH:47]=1>>[ClH:27].[ClH:27].[CH3:49][N:48]([CH3:50])[C:45]1[N:44]=[CH:43][C:42]([C:31]2[CH:32]=[CH:33][C:34]([O:35][CH3:36])=[C:29]([CH:30]=2)[CH2:28][N:15]([CH:12]2[CH2:13][CH2:14][CH:9]([NH:8][CH3:1])[CH2:10][CH2:11]2)[C:16]([C:18]2[S:22][C:21]3[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=3[C:19]=2[Cl:27])=[O:17])=[CH:47][N:46]=1

Participants

3

Reactant 2

HCID 127353155-Bromo-N,N-dimethylpyrimidin-2-amineHCID 596836463-{[[4-(BOC-methyl-amino)-cyclohexyl]-(3-chlorobenzo[b]thiophene-2-carbonyl)-amino]-methyl}-4-methoxy-benzene boronic acid

Product 1

HCID 683141773-Chloro-benzo[b]thiophene-2-carboxylic acid [5-(2-dimethylamino-pyrimidin-5-yl)-2-methoxy-benzyl]-(4-methylamino-cyclohexyl)-amide dihydrochloride

Procedure

The title compound is prepared from boronic acid 5 (25 mg, 43 μmol) and 5-bromo-2-(dimethylamino)pyrimidine (7.2 mg, 36 μmol) in accordance with Method L2.

Sources & evidence

ORD record
ord-5e5f9affffa04b2fb99d2cec95ea531f
Source dataset
uspto-grants-2012_09
Patent number
US08273747B2

Reaction notes

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