Hydrochloric Acid → HCID 24964679, compound

HRID 420126Notes

Reaction equation

HRID 420126 reaction equation
[Na+].[CH:2]1([N:5]2[C:13]3[C:8](=[C:9]([O:41][CH3:42])[CH:10]=[C:11]([C:14]([N:16]4[CH2:21][CH2:20][C:19]5([CH2:30][C:29](=[O:31])[C:28]6[C:23](=[CH:24][CH:25]=[C:26]([C:32]7[CH:33]=[N:34][CH:35]=[C:36]([CH:40]=7)[C:37]([O-:39])=[O:38])[CH:27]=6)[O:22]5)[CH2:18][CH2:17]4)=[O:15])[CH:12]=3)[C:7]([CH3:43])=[CH:6]2)[CH2:4][CH2:3]1.Cl>CO.O>[CH:2]1([N:5]2[C:13]3[C:8](=[C:9]([O:41][CH3:42])[CH:10]=[C:11]([C:14]([N:16]4[CH2:17][CH2:18][C:19]5([CH2:30][C:29](=[O:31])[C:28]6[C:23](=[CH:24][CH:25]=[C:26]([C:32]7[CH:33]=[N:34][CH:35]=[C:36]([CH:40]=7)[C:37]([OH:39])=[O:38])[CH:27]=6)[O:22]5)[CH2:20][CH2:21]4)=[O:15])[CH:12]=3)[C:7]([CH3:43])=[CH:6]2)[CH2:3][CH2:4]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 24964678HCID 24964678, compound

Product 1

HCID 24964679HCID 24964679, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

To a stirred solution of the compound of Example 23 in MeOH (25 mL) and H2O (25 mL) was added 4 mL of 1N HCl aqueous at 0° C. 60 mL of MeOH was added thereto and the mixture was stirred at r.t. for 3 hours. The precipitate was filtered and dried at 60° C. in vacuo to give the title compound as a colorless solid. 1H-NMR (400 MHz, DMSO-d6) δ: 13.56 (1H, s), 9.09 (1H, d, J=2.2 Hz), 9.03 (1H, d, J=2.2 Hz), 8.41 (1H, dd, J=2.2, 2.2 Hz), 8.07-8.03 (2H, m), 7.29-7.25 (1H, m), 7.14 (1H, d, J=1.0 Hz), 7.00 (1H, d, J=1.0 Hz), 6.51 (1H, d, J=1.0 Hz), 4.41-4.10 (1H, br m), 3.83 (3H, s), 3.51-3.41 (1H, br m), 3.51-3.26 (3H, br m), 2.96 (2H, s), 2.31 (3H, s), 2.13-1.74 (4H, br m), 1.06-0.85 (4H, m); MS [M+H]+=566.

Workup

  1. filtrationThe precipitate was filtered
  2. customdried at 60° C. in vacuo

Sources & evidence

ORD record
ord-10097bb6c4224e88a3795894b2e0765b
Source dataset
uspto-grants-2012_01
Patent number
US08093389B2

Reaction notes

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