Methanol → HCID 68743091, compound

HRID 2093588Notes

Reaction equation

[C:1]([C:3]1[CH:4]=[C:5]([CH:22]([CH3:24])[CH3:23])[C:6]2[O:10][C:9]([C:11]3[CH:20]=[CH:19][C:14]([C:15]([O:17]C)=[O:16])=[CH:13][CH:12]=3)=[N:8][C:7]=2[CH:21]=1)#[N:2].[OH-].[Li+:26].O1CCCC1.CO>O>[C:1]([C:3]1[CH:4]=[C:5]([CH:22]([CH3:24])[CH3:23])[C:6]2[O:10][C:9]([C:11]3[CH:12]=[CH:13][C:14]([C:15]([O-:17])=[O:16])=[CH:19][CH:20]=3)=[N:8][C:7]=2[CH:21]=1)#[N:2].[Li+:26]

Participants

Conditions

Temperature: 50 °C

Procedure

Methyl 4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)benzoate (118 mg, INTERMEDIATE 2, Step A) and lithium hydroxide (18 mg) were combined in 10 ml of a 1:1:1 mixture of tetrahydrofuran, methanol, and water. The solution was stirred at 50° C. for 5 h. The solvents were removed in vacuo to provide the title compound as an off-white solid (123 mg). Mass spectrum (ESI) 307.0 (M+1).

Workup

customThe solvents were removed in vacuo

Sources & evidence

ORD record: ord-1338cdb2bd5f49f6938be3d8d1cb49dc
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08445480B2

Reaction notes

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