HCID 58958437, compound → HCID 58958436, compound

HRID 915167Notes

Reaction equation

HRID 915167 reaction equation
[F:1][C:2]([F:33])([F:32])[O:3][C:4]1[CH:5]=[C:6]([C:10]2[S:14][C:13]([NH:15][C:16]([N:18]3[CH2:23][CH2:22][CH:21]([NH:24]C(=O)OC(C)(C)C)[CH2:20][CH2:19]3)=[O:17])=[N:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1>FC(F)(F)C(O)=O>[NH2:24][CH:21]1[CH2:22][CH2:23][N:18]([C:16]([NH:15][C:13]2[S:14][C:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([O:3][C:2]([F:1])([F:33])[F:32])[CH:5]=3)=[CH:11][N:12]=2)=[O:17])[CH2:19][CH2:20]1

Participants

3

Reactant 1

HCID 58958437HCID 58958437, compound

Product 1

HCID 58958436HCID 58958436, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Tert-butyl 1-[({-5-[3-(trifluoromethoxy)phenyl]-1,3-thiazol-2-yl}amino)carbonyl]-4-piperidinylcarbamate 19-14 (0.016 g, 0.033 mmol) was dissolved in trifluoroacetic acid and stirred at room temperature until deblocking was complete. The trifluoroacetic acid was then removed under reduced pressure and the titled product 19-15 was isolated via lyophilization. Hi-Res MS: calc: 387.1097 found: 387.1092. 1H-NMR (DMSO): 7.94 ppm (s, 1H); 7.56 ppm (m, 3H); 7.26 ppm (d, 1H); 4.23 ppm (s, 2H); 3.27 ppm (s, 1H); 2.92 ppm (t, 2H); 1.91 ppm (d, 2H); 1.41 ppm (q, 2H).

Workup

  1. customThe trifluoroacetic acid was then removed under reduced pressure

Sources & evidence

ORD record
ord-6971f8f14a694c46bc39672c5845e454
Source dataset
uspto-grants-2007_09
Patent number
US07265134B2

Reaction notes

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