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-benzoic acid → 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-benzoic acid

HRID 2234488Notes

Reaction equation

HRID 2234488 reaction equation
ClC1C(NC2N=C3C(N(C)C(=O)CCN3C3CCCC3)=CN=2)=CC(F)=C(C=1)C(O)=O.[Cl:31][C:32]1[C:33]([F:65])=[C:34]([CH:42]=[C:43]([Cl:64])[C:44]=1[NH:45][C:46]1[N:56]=[C:55]2[C:49]([N:50]([CH3:63])[C:51](=[O:62])[CH2:52][CH2:53][N:54]2[CH:57]2[CH2:61][CH2:60][CH2:59][CH2:58]2)=[CH:48][N:47]=1)[C:35]([O:37]C(C)(C)C)=[O:36]>>[Cl:31][C:32]1[C:33]([F:65])=[C:34]([CH:42]=[C:43]([Cl:64])[C:44]=1[NH:45][C:46]1[N:56]=[C:55]2[C:49]([N:50]([CH3:63])[C:51](=[O:62])[CH2:52][CH2:53][N:54]2[CH:57]2[CH2:61][CH2:60][CH2:59][CH2:58]2)=[CH:48][N:47]=1)[C:35]([OH:37])=[O:36]

Participants

3

Reactant 2

HCID 686827155-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-benzoic acidHCID 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-benzoate2×

Product 1

HCID 866175623,5-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-benzoic acid

Procedure

The title compound was prepared by an analogous method to the preparation of Intermediate 219, utilising tert-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 (Intermediate 222; 236 mg, 0.45 mmol), as an off-white solid (180 mg, 87%).

Sources & evidence

ORD record
ord-2295a76ebc554b5eb35f24ac050a158d
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Reaction notes

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