Tert-butyl 5-chloro-4-[(2-cyclopentyl-6-methyl-5-oxo-2,6,9,11-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-10-yl)amino]-2-fluoro-benzoate → Tert-butyl 4-amino-5-chloro-2-fluorobenzoate

HRID 2234489Notes

Reaction equation

HRID 2234489 reaction equation
[Cl:1][C:2]1[C:3]([NH:16][C:17]2[N:27]=[C:26]3[C:20]([N:21]([CH3:34])[C:22](=[O:33])[CH2:23][CH2:24][N:25]3[CH:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)=[CH:19][N:18]=2)=[CH:4][C:5]([F:15])=[C:6]([CH:14]=1)[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8].[NH2:35][C:36]1[C:48]([Cl:49])=[CH:47][C:39]([C:40]([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41])=[C:38]([F:50])[C:37]=1Cl>>[Cl:49][C:4]1[C:5]([F:15])=[C:6]([CH:14]=[C:2]([Cl:1])[C:3]=1[NH:16][C:17]1[N:27]=[C:26]2[C:20]([N:21]([CH3:34])[C:22](=[O:33])[CH2:23][CH2:24][N:25]2[CH:28]2[CH2:32][CH2:31][CH2:30][CH2:29]2)=[CH:19][N:18]=1)[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8].[C:43]([O:42][C:40](=[O:41])[C:39]1[CH:47]=[C:48]([Cl:49])[C:36]([NH2:35])=[CH:37][C:38]=1[F:50])([CH3:46])([CH3:44])[CH3:45]

Participants

4

Reactant 2

HCID 68684234Tert-butyl 5-chloro-4-[(2-cyclopentyl-6-methyl-5-oxo-2,6,9,11-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-10-yl)amino]-2-fluoro-benzoateHCID 86617590Tert-butyl 4-amino-3,5-dichloro-2-fluoro-benzoate

Product 2

HCID 68684306Tert-butyl 4-amino-5-chloro-2-fluorobenzoateHCID 86617589Tert-butyl 3,5-dichloro-4-[(2-cyclopentyl-6-methyl-5-oxo-2,6,9,11-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-10-yl)amino]-2-fluoro-benzoate

Procedure

The title compound was prepared by an analogous method to the preparation of Intermediate 220, utilising tert-butyl 4-amino-3,5-dichloro-2-fluoro-benzoate (Isolated as a by-product during the preparation of Intermediate 177; 236 mg, 0.45 mmol), as an off-white solid (180 mg, 87%).

Sources & evidence

ORD record
ord-1e6b077987ed47f8bfe8b159a9bc9e37
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Reaction notes

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