Benzoyl chloride → HCID 71555126, compound

HRID 2407548Notes

Reaction equation

[Cl:1][C:2]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:3]=1[CH2:4][NH:5][C:6]([N:8]1[CH2:14][CH:13]2[CH:10]([CH2:11][NH:12]2)[CH2:9]1)=[O:7].[C:20](Cl)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[Cl:1][C:2]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:3]=1[CH2:4][NH:5][C:6]([N:8]1[CH2:14][CH:13]2[CH:10]([CH2:11][N:12]2[C:20](=[O:27])[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:9]1)=[O:7]

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 89523946HCID 89523946, compound

Product 1

HCID 71555126HCID 71555126, compoundYield 84%

Procedure

In analogy to the experimental procedure of example 1c) rac-3-(2,4-Dichloro-benzylcarbamoyl)-3,6-diaza-bicyclo[3.2.0]heptane instead of 6-(2,4-dichloro-benzylcarbamoyl)-2,6-diaza-spiro[3.3]heptane using benzoyl chloride was converted into the title compound (92 mg, 84%) which was obtained as a white solid. MS (EI) m/e: 404.2 (M+H)+.

Sources & evidence

ORD record: ord-698c1979001f42e7b1619f23b31051d0
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08809552B2

Reaction notes

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