Trifluoroacetic acid → HCID 69779806, compound

HRID 1266849Notes

Reaction equation

HRID 1266849 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.[CH3:21][O:22][C:23]([C:25]1[N:26]=[C:27]([C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]3OC(C)(C)O[C:40](=[O:42])[CH:41]=3)[CH:31]=2)[O:28][CH:29]=1)=[O:24].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:21][O:22][C:23]([C:25]1[N:26]=[C:27]([C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]3[CH2:41][C:40](=[O:42])[NH:19][C:9]4[CH:10]=[C:11]([N:14]5[CH:18]=[CH:17][CH:16]=[CH:15]5)[CH:12]=[CH:13][C:8]=4[N:7]=3)[CH:31]=2)[O:28][CH:29]=1)=[O:24]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 69488996(2-Amino-4-pyrrol-1-yl-phenyl)-carbamic acid tert-butyl esterHCID 69780733HCID 69780733, compound

Product 1

HCID 69779806HCID 69779806, 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) (680 mg) and 2-[3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-phenyl]-oxazole-4-carboxylic acid methyl ester (Example L7) (820 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 (770 mg).

Sources & evidence

ORD record
ord-2526548148a74c91b36aee49b0dbe42c
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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