Trifluoroacetic acid → HCID 136492415, compound

HRID 508795Notes

Reaction equation

HRID 508795 reaction equation
[Cl:1][C:2]1[CH:33]=[CH:32][C:31]([S:34](=[O:40])(=[O:39])[NH:35][CH:36]2[CH2:38][CH2:37]2)=[CH:30][C:3]=1[C:4]([NH:6][C:7]([N:9]([C:18]1[CH:23]=[CH:22][C:21]([C:24]([O:26][CH3:27])=[O:25])=[C:20]([O:28][CH3:29])[CH:19]=1)[NH:10]C(OC(C)(C)C)=O)=[O:8])=O.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:33]=[CH:32][C:31]([S:34](=[O:40])(=[O:39])[NH:35][CH:36]2[CH2:38][CH2:37]2)=[CH:30][C:3]=1[C:4]1[NH:6][C:7](=[O:8])[N:9]([C:18]2[CH:23]=[CH:22][C:21]([C:24]([O:26][CH3:27])=[O:25])=[C:20]([O:28][CH3:29])[CH:19]=2)[N:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90019382HCID 90019382, compound

Product 1

HCID 136492415HCID 136492415, compoundYield 25.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared according to the procedure described in step-2 of Intermediate-9 by using tert-butyl 2-((2-chloro-5-(N-cyclopropylsulfamoyl)benzoyl)carbamoyl)-2-(3-methoxy-4-(methoxycarbonyl)phenyl)hydrazinecarboxylate (0.500 g, 0.83 mmol), TFA (2 mL) and DCM (10 mL) to afford 0.100 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 0.40 (m, 2H), 0.52 (d, J=5.4 Hz, 2H), 2.18 (m, 1H), 3.77 (s, 3H), 3.85 (s, 3H), 7.65 (d, J=9.0 Hz, 1H), 7.82 (d, J=8.1 Hz, 2H), 7.93 (s, 2H), 8.18 (s, 2H), 12.8 (br s, 1H); MS (m/z): 478.97 (M+H)+.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-7dd06a4b444c45b4b3e9e43c47252a35
Source dataset
uspto-grants-2015_08
Patent number
US09096545B2

Reaction notes

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