Methyl 5-bromovalerate → HCID 66706833, compound

HRID 911539Notes

Reaction equation

HRID 911539 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.[CH3:26][O:27][C:28](=[O:34])[CH2:29][CH2:30][CH2:31]CBr>>[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][CH2:31][CH2:30][CH2:29][C:28]([O:27][CH3:26])=[O:34]

Participants

3

Reactant 2

HCID 79557Methyl 5-bromovalerateHCID 576559793-tert-butoxycarbonyl-7-chloro-6-dimethylaminocarbonylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 66706833HCID 66706833, compound

Procedure

Use a method similar to the Example 387 to react 3-tert-butoxycarbonyl-7-chloro-6-dimethylcarbamoylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine with methyl-5-bromovalerate. Purify by preparative TLC eluting with 19:1 DCM/saturated ammonia in methanol. Use a method similar to the General Procedure 2-2 to give the title compound as a white solid. MS (APCI+) m/z: 328 (M+H)+.

Workup

  1. customPurify by preparative TLC
  2. washeluting with 19:1 DCM/saturated ammonia in methanol

Sources & evidence

ORD record
ord-21ab4e9fc99b407b8740a1453ac8e8df
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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