Trifluoroacetic acid → HCID 22224563, compound

HRID 859483Notes

Reaction equation

HRID 859483 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][N:35]=[CH:34][CH:33]=2)O1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:16]1([C:15]#[C:14][C:11]2[CH:12]=[CH:13][C:8]3[N:7]=[C:27]([C:32]4[CH:33]=[CH:34][N:35]=[CH:36][CH:37]=4)[CH2:28][C:29](=[O:31])[NH:22][C:9]=3[CH:10]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 11404065(2-Amino-4-phenylethynyl-phenyl)-carbamic acid tert-butyl esterHCID 22224850HCID 22224850, compound

Product 1

HCID 22224563HCID 22224563, 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-pyridin-4-yl-[1,3]dioxin-4-one (Example J9) 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 brown solid (50 mg).

Sources & evidence

ORD record
ord-1dff252ce3854119a8752824297ee301
Source dataset
uspto-grants-2006_12
Patent number
US07151098B2

Reaction notes

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