HCID 19939760, compound → 7-methyl-2-propyl-3-[2'-(aminosulfonyl)[1,1']-biphenyl-4-yl]methyl-6-[(1-oxobutyl)amino]-3H-imidazo[4,5-b]pyridine

HRID 36115Notes

Reaction equation

HRID 36115 reaction equation
[CH3:1][C:2]1[C:7]([NH:8][C:9](=[O:13])[CH2:10][CH2:11][CH3:12])=[CH:6][N:5]=[C:4]2[N:14]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[S:33]([NH:36]C(C)(C)C)(=[O:35])=[O:34])=[CH:23][CH:22]=3)[C:15]([CH2:17][CH2:18][CH3:19])=[N:16][C:3]=12>FC(F)(F)C(O)=O>[CH3:1][C:2]1[C:7]([NH:8][C:9](=[O:13])[CH2:10][CH2:11][CH3:12])=[CH:6][N:5]=[C:4]2[N:14]([CH2:20][C:21]3[CH:22]=[CH:23][C:24]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[S:33]([NH2:36])(=[O:35])=[O:34])=[CH:25][CH:26]=3)[C:15]([CH2:17][CH2:18][CH3:19])=[N:16][C:3]=12

Participants

3

Reactant 1

HCID 19939760HCID 19939760, compound

Product 1

HCID 199397527-methyl-2-propyl-3-[2'-(aminosulfonyl)[1,1']-biphenyl-4-yl]methyl-6-[(1-oxobutyl)amino]-3H-imidazo[4,5-b]pyridine

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 7-methyl-2-propyl-3-[2'-(N-tert-butylaminosulfonyl)[1,1']-biphenyl-4-yl]methyl-6-[(1-oxobutyl)amino]-3H-imidazo[4,5-b]pyridine. (516 mg) in trifluoroacetic acid (30 mL) was stirred at r.t. for 12 h. The mixture was concentrated, dissolved in CH2Cl2 (100 mL) and washed with saturated aqueous Na2CO3. The organic extracts were dried (K2CO3) and concentrated to give the title compound as a solid.

Workup

  1. concentrationThe mixture was concentrated
  2. dissolutiondissolved in CH2Cl2 (100 mL)
  3. washwashed with saturated aqueous Na2CO3
  4. dry with materialThe organic extracts were dried (K2CO3)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a2f1f22e01684fa48df62b2cf663840c
Source dataset
uspto-grants-1995_05
Patent number
US05412097

Reaction notes

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