Trifluoroacetic acid → 3'-(8-Methyl-4-oxo-7-trifluoromethyl-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl)-biphenyl-3-sulfonic acid amide

HRID 1787426Notes

Reaction equation

HRID 1787426 reaction equation
C([NH:5][S:6]([C:9]1[CH:10]=[C:11]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]3[CH2:22][C:23](=[O:37])[NH:24][C:25]4[CH:31]=[C:30]([C:32]([F:35])([F:34])[F:33])[C:29]([CH3:36])=[CH:28][C:26]=4[N:27]=3)[CH:16]=2)[CH:12]=[CH:13][CH:14]=1)(=[O:8])=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:36][C:29]1[C:30]([C:32]([F:34])([F:33])[F:35])=[CH:31][C:25]2[NH:24][C:23](=[O:37])[CH2:22][C:21]([C:17]3[CH:16]=[C:15]([C:11]4[CH:12]=[CH:13][CH:14]=[C:9]([S:6]([NH2:5])(=[O:8])=[O:7])[CH:10]=4)[CH:20]=[CH:19][CH:18]=3)=[N:27][C:26]=2[CH:28]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 250500163'-(8-Methyl-4-oxo-7-trifluoromethyl-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl)-biphenyl-3-sulfonic acid tert-butylamide

Product 1

HCID 250157683'-(8-Methyl-4-oxo-7-trifluoromethyl-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl)-biphenyl-3-sulfonic acid amide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from 3′-(8-methyl-4-oxo-7-trifluoromethyl-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl)-biphenyl-3-sulfonic acid tert-butylamide (Example 2) (220 mg, 0.39 mmol) and TFA (5 mL) in DCM (1 mL) according to the general procedure I step 2. Obtained as a light yellow solid (136 mg, 73%). MS (ISP) 473.9 [(M+H)+]; mp 235-239° C. (dec).

Sources & evidence

ORD record
ord-f4ab1af87c204696937469e4353715b3
Source dataset
uspto-grants-2009_03
Patent number
US07511033B2

Reaction notes

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