Sodium Hydroxide → HCID 67540060, compound
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:52]2[CH:57]=[CH:56][C:55]([O:58][CH3:59])=[CH:54][CH:53]=2)[N:10]2[C:14]3[CH:15]=[CH:16][CH:17]=[C:18]([O:19][C:20]4[CH:29]=[C:28]([N:30]5[CH2:35][CH2:34][N:33]([CH2:36][C:37]6[CH2:42][CH2:41][C:40]([CH3:44])([CH3:43])[CH2:39][C:38]=6[C:45]6[CH:50]=[CH:49][C:48]([Cl:51])=[CH:47][CH:46]=6)[CH2:32][CH2:31]5)[CH:27]=[CH:26][C:21]=4[C:22]([O:24]C)=[O:23])[C:13]=3[N:12]=[CH:11]2)=[CH:5][CH:4]=1.[OH-].[Na+]>CO.O1CCCC1.O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]([C:52]2[CH:57]=[CH:56][C:55]([O:58][CH3:59])=[CH:54][CH:53]=2)[N:10]2[C:14]3[CH:15]=[CH:16][CH:17]=[C:18]([O:19][C:20]4[CH:29]=[C:28]([N:30]5[CH2:31][CH2:32][N:33]([CH2:36][C:37]6[CH2:42][CH2:41][C:40]([CH3:44])([CH3:43])[CH2:39][C:38]=6[C:45]6[CH:46]=[CH:47][C:48]([Cl:51])=[CH:49][CH:50]=6)[CH2:34][CH2:35]5)[CH:27]=[CH:26][C:21]=4[C:22]([OH:24])=[O:23])[C:13]=3[N:12]=[CH:11]2)=[CH:7][CH:8]=1Participants
6
Reactant 2
Product 1
Reagents, catalysts & solvents 3
Conditions
- Temperature
- 50 °C
Procedure
To a solution of EXAMPLE 403F (545 mg) in a mixture of methanol (7.50 mL) and tetrahydrofuran (7.50 mL) was added a solution of sodium hydroxide (269 mg) in water (3.0 mL). The reaction mixture was heated at 50° C. for 18 hours and then concentrated. The residue was mixed with water (100 mL) and the pH was adjusted to ca. 7 with 1M aqueous hydrochloric acid. The mixture was extracted with 10% methanol in methylene chloride (10×50 mL), and the combined organic layers were concentrated to provide the title compound.
Workup
- concentrationconcentrated
- additionThe residue was mixed with water (100 mL)
- extractionThe mixture was extracted with 10% methanol in methylene chloride (10×50 mL)
- concentrationthe combined organic layers were concentrated
Sources & evidence
- ORD record
- ord-93c6ef2507f34f1f865e682cba98fa8b
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08586754B2
Reaction notes
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