Trifluoroacetic acid → HCID 69688546, compound

HRID 1265782Notes

Reaction equation

HRID 1265782 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([N:14]([CH:16]2[CH2:18][CH2:17]2)[CH3:15])[C:11]([Cl:19])=[CH:10][C:9]=1[NH2:20])(C)(C)C.C(O[C:27](=[O:43])[CH2:28][C:29]([C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]2[O:41][N:40]=[C:39]([CH3:42])[CH:38]=2)[CH:32]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:19][C:11]1[C:12]([N:14]([CH:16]2[CH2:17][CH2:18]2)[CH3:15])=[CH:13][C:8]2[N:7]=[C:29]([C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([C:37]4[O:41][N:40]=[C:39]([CH3:42])[CH:38]=4)[CH:32]=3)[CH2:28][C:27](=[O:43])[NH:20][C:9]=2[CH:10]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 695928713-[3-(3-Methyl-isoxazol-5-yl)-phenyl)-3-oxo-propionic acid tert-butyl esterHCID 69688527HCID 69688527, compound

Product 1

HCID 69688546HCID 69688546, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from [2-amino-4-chloro-5-(cyclopropyl-methyl-amino)-phenyl]-carbamic acid tert.-butyl ester (Example J11) (156 mg, 0.5 mmol) and 3-[3-(3-methyl-isoxazol-5-yl)-phenyl]-3-oxo-propionic acid tert.-butyl ester (Example K4) (170 mg, 0.56 mmol) according to the general procedure M. The obtained material was deprotected and cyclized by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a yellow solid (49 mg).

Sources & evidence

ORD record
ord-b919ff2f69984c119723718bdf1fb5a9
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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