Trifluoroacetic acid → HCID 59529829, compound

HRID 1410252Notes

Reaction equation

HRID 1410252 reaction equation
[NH2:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:17]([F:20])([F:19])[F:18])=[C:7]([NH:9]C(=O)OC(C)(C)C)[CH:8]=1.[F:21][C:22]([F:30])([F:29])[C:23]1([C:26](O)=[O:27])[CH2:25][CH2:24]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(O)(C(F)(F)F)=O>C(Cl)Cl.CN(C=O)C>[NH2:9][C:7]1[CH:8]=[C:3]([CH:4]=[CH:5][C:6]=1[C:17]([F:18])([F:19])[F:20])[CH2:2][NH:1][C:26]([C:23]1([C:22]([F:30])([F:29])[F:21])[CH2:25][CH2:24]1)=[O:27]

Participants

7

Reactant 4

HCID 6422Trifluoroacetic acidHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 27783061-(Trifluoromethyl)cyclopropane-1-carboxylic acidHCID 67135682HCID 67135682, compound

Product 1

HCID 59529829HCID 59529829, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

The sub-title compound was prepared in accordance with the procedures in Example 72, step (c) and Example 72, step (d) using tert-butyl N-[5-(aminomethyl)-2-(trifluoromethyl)phenyl]-carbamate (2.09 g; 7.20 mmol), 1-(trifluoromethyl)-cyclopropanecarboxylic acid (1.11 g; 7.20 mmol), HBTU (2.73 g; 7.20 mmol), TEA (2.19 g; 21.6 mmol), DMF (25 mL), TFA (10 mL) and DCM (50 mL). Yield: 1.8 g (77%).

Sources & evidence

ORD record
ord-5e6c63b3f4394419a006631635ac73b5
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

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