Sodium Bicarbonate → HCID 77776170, compound

HRID 1934586Notes

Reaction equation

HRID 1934586 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1([CH2:48][N:49]2[CH:53]=[N:52][CH:51]=[N:50]2)[O:13][CH:12]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH2:27][CH2:26][N:25]([C:28]4[CH:33]=[CH:32][C:31]([N:34]5[C:38](=[O:39])[N:37]([CH:40]([CH3:47])[CH:41]([NH:43]C(=O)[O-])[CH3:42])[N:36]=[CH:35]5)=[CH:30][CH:29]=4)[CH2:24][CH2:23]3)=[CH:18][CH:17]=2)[CH2:11][O:10]1.C([O-])(O)=O.[Na+]>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:43][CH:41]([CH3:42])[CH:40]([N:37]1[C:38](=[O:39])[N:34]([C:31]2[CH:30]=[CH:29][C:28]([N:25]3[CH2:24][CH2:23][N:22]([C:19]4[CH:18]=[CH:17][C:16]([O:15][CH2:14][CH:12]5[CH2:11][O:10][C:9]([C:3]6[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=6[F:1])([CH2:48][N:49]6[CH:53]=[N:52][CH:51]=[N:50]6)[O:13]5)=[CH:21][CH:20]=4)[CH2:27][CH2:26]3)=[CH:33][CH:32]=2)[CH:35]=[N:36]1)[CH3:47]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 131723214HCID 131723214, compound

Product 1

HCID 77776170HCID 77776170, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A mixture of compound (28)(0.0038 mol) in CF3COOH (10 ml) and CH2Cl2 (50 ml) was stirred at room temperature for 4 hours and neutralized with a NaHCO3 solution. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was triturated in 2-propanol, filtered off and dried, yielding 2.4 g (92%) of [2S-[2α,4α(S*,R*)]]-2-(2-amino-1-methylpropyl)-4-[4-[4-[4-[[2-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]-phenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one (compound 37; mp. 168.5° C.).

Workup

  1. customThe organic layer was separated
  2. customdried
  3. filtrationfiltered
  4. customthe solvent was evaporated
  5. customThe residue was triturated in 2-propanol
  6. filtrationfiltered off
  7. customdried

Sources & evidence

ORD record
ord-5b3823c096ef4e378e98922c94e0f3ab
Source dataset
uspto-grants-2002_05
Patent number
US06384030B1

Reaction notes

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