Trifluoroacetic acid → HCID 22224618, compound

HRID 1635454Notes

Reaction equation

HRID 1635454 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:10][C:9]=1[NH2:22])(C)(C)C.C(O[C:29](=[O:45])[CH2:30][C:31]([C:33]1[CH:38]=[CH:37][CH:36]=[C:35]([C:39]2[N:40]([CH3:44])[CH:41]=[CH:42][N:43]=2)[CH:34]=1)=O)(C)(C)C.[C:46](O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:46][C:12]1[C:11]([C:14]#[C:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:10][C:9]2[NH:22][C:29](=[O:45])[CH2:30][C:31]([C:33]3[CH:38]=[CH:37][CH:36]=[C:35]([C:39]4[N:40]([CH3:44])[CH:41]=[CH:42][N:43]=4)[CH:34]=3)=[N:7][C:8]=2[CH:13]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 11404065(2-Amino-4-phenylethynyl-phenyl)-carbamic acid tert-butyl esterHCID 69592853HCID 69592853, compound

Product 1

HCID 22224618HCID 22224618, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared from (2-amino-4-phenylethynyl-phenyl)-carbamic acid tert.-butyl ester (Example G2) (620 mg, 2.0 mmol) and 3-[3-(1-methyl-1H-imidazol-2-yl)-phenyl]-3-oxo-propionic acid tert.-butyl ester (Example H21) (1.26 g, 4.2 mmol) according to the general procedure K. The obtained material was deprotected and cyclized by treatment with TFA in CH2Cl2 according to the general procedure M. Obtained as a light yellow solid (81 mg).

Sources & evidence

ORD record
ord-c2af3c75da8d44618cd4c869b8937101
Source dataset
uspto-grants-2003_01
Patent number
US06509328B1

Reaction notes

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