Trifluoroacetic acid → HCID 18771712, compound

HRID 460268Notes

Reaction equation

HRID 460268 reaction equation
C(OC([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([NH:20][C:21]([NH:23][C:24]3[N:25]=[C:26]([C:29]4[CH:34]=[CH:33][N:32]=[CH:31][CH:30]=4)[S:27][CH:28]=3)=[O:22])[N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[N:32]1[CH:31]=[CH:30][C:29]([C:26]2[S:27][CH:28]=[C:24]([NH:23][C:21]([NH:20][C:16]3[N:15]=[C:14]([C:11]4[CH2:12][CH2:13][NH:8][CH2:9][CH:10]=4)[CH:19]=[CH:18][CH:17]=3)=[O:22])[N:25]=2)=[CH:34][CH:33]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59110578HCID 59110578, compound

Product 1

HCID 18771712HCID 18771712, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-[3-(2-Pyridin-4-yl-thiazol-4-yl)-ureido]-3′,6′-dihydro-2′H-[2,4]bipyridinyl-1′-carboxylic acid tert-butyl ester was suspended in CH2Cl2 (10 mL) and treated with TFA (5 mL). Stirred at RT for 30 min. Quenched with saturated NaHCO3 and filtered yellow solid. Washed solid with H2O and MeOH to give 1-(2-pyridin-4-yl-thiazol-4-yl)-3-(1′,2′,3′,6′-tetrahydro-[2,4′]bipyridinyl-6-yl)-urea as a yellow solid. MS m/z: 379.1 (M+H). Calc'd for C19H18N6OS-378.45.

Workup

  1. customQuenched with saturated NaHCO3
  2. filtrationfiltered yellow solid
  3. washWashed solid with H2O and MeOH

Sources & evidence

ORD record
ord-dc1c8ee2d948498fa61051b7ca39c357
Source dataset
uspto-grants-2007_03
Patent number
US07196104B2

Reaction notes

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