6-(4-bromo-3-fluorobenzylthio)-3-tert-butoxycarbonyl-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine → HCID 66707082, compound

HRID 911515Notes

Reaction equation

HRID 911515 reaction equation
Br[C:2]1[CH:28]=[CH:27][C:5]([CH2:6][S:7][C:8]2[C:18]3[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13][C:12]=3[CH:11]=[CH:10][C:9]=2[Cl:26])=[CH:4][C:3]=1[F:29].[Br-].[CH:31]1([Zn+])[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1>>[ClH:26].[Cl:26][C:9]1[CH:10]=[CH:11][C:12]2[CH2:13][CH2:14][NH:15][CH2:16][CH2:17][C:18]=2[C:8]=1[S:7][CH2:6][C:5]1[CH:27]=[CH:28][C:2]([CH:31]2[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]2)=[C:3]([F:29])[CH:4]=1

Participants

3

Reactant 2

HCID 576562686-(4-bromo-3-fluorobenzylthio)-3-tert-butoxycarbonyl-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepineHCID 178418970HCID 178418970, compound

Product 1

HCID 66707082HCID 66707082, compound

Procedure

Use a method similar to the Example 414, using 6-(4-bromo-3-fluorobenzylthio)-3-tert-butoxycarbonyl-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine and cyclohexylzinc bromide. Use a method similar to the General Procedure 1-4, basic work-up, and a method similar to the General Procedure 2-1, to give the title compound as a white solid. MS (ES+) m/z: 404 (M+H)+.

Sources & evidence

ORD record
ord-22c0fbdd97ce4a70beadd851717eeaee
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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