Trifluoroacetic acid → HCID 69780447, compound

HRID 1266847Notes

Reaction equation

HRID 1266847 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH:18]=[CH:17][CH:16]=[CH:15]2)=[CH:10][C:9]=1[NH2:19])(C)(C)C.[CH2:21]([O:23][C:24]([C:26]1[N:27]=[CH:28][O:29][C:30]=1[C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]2OC(C)(C)O[C:41](=[O:43])[CH:42]=2)[CH:32]=1)=[O:25])[CH3:22].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:21]([O:23][C:24]([C:26]1[N:27]=[CH:28][O:29][C:30]=1[C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]2[CH2:42][C:41](=[O:43])[NH:19][C:9]3[CH:10]=[C:11]([N:14]4[CH:18]=[CH:17][CH:16]=[CH:15]4)[CH:12]=[CH:13][C:8]=3[N:7]=2)[CH:32]=1)=[O:25])[CH3:22]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 69488996(2-Amino-4-pyrrol-1-yl-phenyl)-carbamic acid tert-butyl esterHCID 69779710HCID 69779710, compound

Product 1

HCID 69780447HCID 69780447, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from (2-amino-4-pyrrol-1-yl-phenyl)-carbamic acid tert.-butyl ester (Example J2) (164 mg) and 5-[3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-phenyl]-oxazole-4-carboxylic acid ethyl ester (Example L6) (206 mg) 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 light yellow solid (63 mg).

Sources & evidence

ORD record
ord-f5f63be54d674a87abc3ccc6d19b9b0e
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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