Trifluoroacetic acid → HCID 68777047, compound

HRID 1253898Notes

Reaction equation

HRID 1253898 reaction equation
C(O[C:6]([N:8]1[CH2:17][C:16]2[N:12]([N:13]=[N:14][CH:15]=2)[C:11]2[CH:18]=[CH:19][CH:20]=[CH:21][C:10]=2[CH2:9]1)=[O:7])(C)(C)C.FC(F)(F)C(O)=O.[C:29]([O:33][C:34]([NH:36][C@H:37]([CH2:42][C:43]1[CH:48]=[C:47]([F:49])[C:46]([F:50])=[CH:45][C:44]=1[F:51])[CH2:38]C(O)=O)=[O:35])([CH3:32])([CH3:31])[CH3:30].C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C>C(Cl)CCl>[C:29]([O:33][C:34](=[O:35])[NH:36][CH:37]([CH2:42][C:43]1[CH:48]=[C:47]([F:49])[C:46]([F:50])=[CH:45][C:44]=1[F:51])[CH2:38][C:6](=[O:7])[N:8]1[CH2:17][C:16]2[N:12]([N:13]=[N:14][CH:15]=2)[C:11]2[CH:18]=[CH:19][CH:20]=[CH:21][C:10]=2[CH2:9]1)([CH3:30])([CH3:31])[CH3:32]

Participants

7

Reactant 5

HCID 6422Trifluoroacetic acidHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 7146288(R)-3-(tert-butoxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoic acidHCID 68776705HCID 68776705, compound

Product 1

HCID 68777047HCID 68777047, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

4H,6H-1,2,5,10b-Tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester was deprotected using trifluoroacetic acid and the resulting salt was coupled with (R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid using HOBt, EDC and DIPEA. The desired compound was obtained as viscous oil.

Sources & evidence

ORD record
ord-034bc0c126b649a28b255a40cca2b1f8
Source dataset
uspto-grants-2013_06
Patent number
US08455479B2

Reaction notes

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