4-(Bromomethyl)benzophenone → HCID 66707338, compound

HRID 911510Notes

Reaction equation

HRID 911510 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.BrC[C:28]1[CH:41]=[CH:40][C:31]([C:32]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[O:33])=[CH:30][CH:29]=1>>[ClH:19].[C:32]([C:34]1[CH:39]=[CH:38][C:37]([CH2:21][S:20][C:15]2[C:12]3[CH2:13][CH2:14][NH:8][CH2:9][CH2:10][C:11]=3[CH:18]=[CH:17][C:16]=2[Cl:19])=[CH:36][CH:35]=1)(=[O:33])[C:31]1[CH:40]=[CH:41][CH:28]=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 1229514-(Bromomethyl)benzophenoneHCID 576559793-tert-butoxycarbonyl-7-chloro-6-dimethylaminocarbonylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 66707338HCID 66707338, compound

Procedure

Use a method similar to the Example 380 to react 3-tert-butoxycarbonyl-7-chloro-6-dimethylcarbamoylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine with 4-(bromomethyl)benzophenone. Purify by preparative reverse phase HPLC (Column: Xterra Prep RP18 19×250 mm; Solvent A: 10 mM aqueous ammonium carbonate, Solvent B: acetonitrile; 30-100% B over 20 minutes; flow rate 25 mL/ruin). Use a method similar to the General Procedure 2-2 to give the title compound as a white solid. MS (ES+) m/z: 408 (M+H)+.

Workup

  1. customPurify by preparative reverse phase HPLC (Column: Xterra Prep RP18 19×250 mm; Solvent A: 10 mM aqueous ammonium carbonate, Solvent B: acetonitrile; 30-100% B over 20 minutes; flow rate 25 mL/ruin)

Sources & evidence

ORD record
ord-a13f3af889d443629a2824fa8c796f36
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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