3-tert-butoxycarbonyl-6-(5-bromopyridin-2-ylmethylthio)-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine → HCID 66707113, compound

HRID 911494Notes

Reaction equation

HRID 911494 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([CH2:8][S:9][C:10]2[C:20]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15][C:14]=3[CH:13]=[CH:12][C:11]=2[Cl:28])=[N:6][CH:7]=1.[Br-].[CH:30]1([CH2:36][Zn+])[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1>>[ClH:28].[Cl:28][C:11]1[CH:12]=[CH:13][C:14]2[CH2:15][CH2:16][NH:17][CH2:18][CH2:19][C:20]=2[C:10]=1[S:9][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([CH2:36][CH:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)=[CH:7][N:6]=1

Participants

3

Reactant 2

HCID 576562493-tert-butoxycarbonyl-6-(5-bromopyridin-2-ylmethylthio)-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepineHCID 178419774HCID 178419774, compound

Product 1

HCID 66707113HCID 66707113, compound

Procedure

Use a method similar to the Example 366 to react 6-(5-bromo-pyridin-2-ylmethylthio)-3-tert-butoxycarbonyl-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine with cyclohexylmethylzinc bromide. Use a method similar to the General Procedure 1-5, basic workup, and a method similar to the General Procedure 2-2 to give the title compound as a white solid. MS (APCI+) m/z: 401 (M+H)+.

Sources & evidence

ORD record
ord-864c8643102c44c0ad093363e36fe6dc
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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