2-(Chloromethyl)-6-methylpyridine → HCID 66707020, compound

HRID 911513Notes

Reaction equation

HRID 911513 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[C:15]([S:20][C:21](=O)N(C)C)=[C:16]([Cl:19])[CH:17]=[CH:18][C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.Cl[CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30](C)[N:29]=1>CCCCCC.CCOC(C)=O>[ClH:19].[Cl:19][C:16]1[CH:17]=[CH:18][C:11]2[CH2:10][CH2:9][NH:8][CH2:14][CH2:13][C:12]=2[C:15]=1[S:20][CH2:21][C:30]1[CH:31]=[CH:32][CH:33]=[C:28]([CH3:27])[N:29]=1

Participants

4

Reactant 2

HCID 765462-(Chloromethyl)-6-methylpyridineHCID 576559793-tert-butoxycarbonyl-7-chloro-6-dimethylaminocarbonylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 66707020HCID 66707020, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Use a method similar to the Example 387, using 3-tert-butoxycarbonyl-7-chloro-6-dimethylcarbamoylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine and 2-chloromethyl-6-methylpyridine to give, after chromatography on silica gel eluting with hexane/EtOAc (4:1) and deprotection by the General Procedure 1-4, the title compound as a white solid. MS (ES+) m/z: 319 (M+H)+.

Workup

  1. customto give

Sources & evidence

ORD record
ord-9aabb8757c5e44e09dee06cc1693aafd
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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