Trifluoroacetic acid → HCID 59643338, compound

HRID 2251554Notes

Reaction equation

HRID 2251554 reaction equation
[CH:1]1([C:4]2[O:8][N:7]=[C:6]([C:9]3[CH:36]=[CH:35][C:12]([CH2:13][NH:14][CH2:15][CH2:16][CH2:17][C:18]4[CH:19]=[C:20]([CH:32]=[CH:33][CH:34]=4)[O:21][C:22]([CH3:31])([CH3:30])[C:23]([O:25]C(C)(C)C)=[O:24])=[CH:11][CH:10]=3)[N:5]=2)[CH2:3][CH2:2]1.Cl[C:38]1[O:39][C:40]2[CH:46]=[CH:45][CH:44]=[CH:43][C:41]=2[N:42]=1.CCN(C(C)C)C(C)C.C(O)(C(F)(F)F)=O>C1COCC1>[O:39]1[C:40]2[CH:46]=[CH:45][CH:44]=[CH:43][C:41]=2[N:42]=[C:38]1[N:14]([CH2:13][C:12]1[CH:35]=[CH:36][C:9]([C:6]2[N:5]=[C:4]([CH:1]3[CH2:3][CH2:2]3)[O:8][N:7]=2)=[CH:10][CH:11]=1)[CH2:15][CH2:16][CH2:17][C:18]1[CH:19]=[C:20]([CH:32]=[CH:33][CH:34]=1)[O:21][C:22]([CH3:31])([CH3:30])[C:23]([OH:25])=[O:24]

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 119862-ChlorobenzoxazoleHCID 81531DiisopropylethylamineHCID 59643328HCID 59643328, compound

Product 1

HCID 59643338HCID 59643338, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Condensation of tert-butyl 2-[3-(3-{[4-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)benzyl]amino}propyl)phenoxy]-2-methylpropanoate with 1.5 eq of 2-chlorobenzoxazole, as per general procedure E (conditions: 3 eq DIEA, THF, 100C, 8 hr), followed by standard TFA hydrolysis (general procedure 1) provided the title compound.

Sources & evidence

ORD record
ord-d4df4cfa8af64114976bf4719fb5e8dd
Source dataset
uspto-grants-2008_01
Patent number
US07319104B2

Reaction notes

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