Hydrochloric Acid → HCID 19787161, compound

HRID 2082021Notes

Reaction equation

HRID 2082021 reaction equation
C[O:2][C:3]([C:5]1[C:6]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][NH:18][C:19]3[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[N:22]=[C:21]([NH:29][CH2:30][CH2:31][CH:32]([CH3:34])[CH3:33])[N:20]=3)=[CH:13][CH:12]=2)=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:4].[OH-].[Na+].Cl>O1CCOCC1>[CH3:33][CH:32]([CH3:34])[CH2:31][CH2:30][NH:29][C:21]1[N:20]=[C:19]([NH:18][CH2:17][C:14]2[CH:13]=[CH:12][C:11]([C:6]3[C:5]([C:3]([OH:4])=[O:2])=[CH:10][CH:9]=[CH:8][CH:7]=3)=[CH:16][CH:15]=2)[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[N:22]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53776175HCID 53776175, compound

Product 1

HCID 19787161HCID 19787161, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 10 mL of dioxane was added 0.159 g of 4'-[[[2-[(3-methylbutyl)amino]-4-quinazolinyl]amino]methyl][1,1'-biphenyl]-2-carboxylic acid methyl ester and 2 mL of 0.5N aqueous sodium hydroxide. The resulting solution was stirred at room temperature for 72 hours. All solvents were moved and the residue was neutralized with 0.1N hydrochloric acid. The resulting precipitate was collected, washed with water and dried. (0.14 g, 93%) (M.P.=195°-205° C., decomp): 1H NMR (DMSO-d6, 300 MHz) δ8.43 (bs, 1H), 8.03 (m, 1H), 7.70 (m, 1H), 7.59 (m, 1H), 7.45 (m, 5H), 7.21 (m, 3H), 7.01 (m, 1H), 6.50 (bs, 1H), 4.78 (d, 2H), 3.50 (m, 2H), 1.60 (m, 1H), 1.40 (m, 2H), 0.85 (d, 6H); negative FAB MS m/e 439 (M--H). Anal. Calcd for C27H28N4O2.1/2HCl: C, 70.69; H, 6.26; N, 12.53. Found: C, 70.77; H, 6.20; N, 12.53.

Workup

  1. customThe resulting precipitate was collected
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-01e661c6b0994fc897f5a0f2d89cb58c
Source dataset
uspto-grants-1993_02
Patent number
US05187168

Reaction notes

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