Trifluoroacetic acid → HCID 22224730, compound

HRID 1635369Notes

Reaction equation

HRID 1635369 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.CC1(C)O[C:29](=[O:31])[CH:28]=[C:27]([C:32]2[CH:37]=[CH:36][CH:35]=[C:34]([O:38][CH3:39])[CH:33]=2)O1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:39][O:38][C:34]1[CH:33]=[C:32]([C:27]2[CH2:28][C:29](=[O:31])[NH:22][C:9]3[CH:10]=[C:11]([C:14]#[C:15][C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=4)[CH:12]=[CH:13][C:8]=3[N:7]=2)[CH:37]=[CH:36][CH:35]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 11404065(2-Amino-4-phenylethynyl-phenyl)-carbamic acid tert-butyl esterHCID 22224592HCID 22224592, compound

Product 1

HCID 22224730HCID 22224730, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared from (2-amino-4-phenylethynyl-phenyl)-carbamic acid tert.-butyl ester (Example G2) and 2,2-dimethyl-6-(3-methoxy-phenyl)-[1,3]dioxin-4-one (Example J11) 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 (131 mg).

Sources & evidence

ORD record
ord-55503e6d3e3a415f84b76299d4342f7a
Source dataset
uspto-grants-2003_01
Patent number
US06509328B1

Reaction notes

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