Sodium Hydroxide → HCID 67502982, compound

HRID 1898355Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:28])[C:7]=1[NH:8][C:9]1[N:13]([CH3:14])[C:12]2[C:15]3[CH2:16][C:17]([CH3:27])([CH3:26])[O:18][C:19]=3[C:20]([C:22]([O:24]C)=[O:23])=[CH:21][C:11]=2[N:10]=1.[OH-].[Na+]>>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:28])[C:7]=1[NH:8][C:9]1[N:13]([CH3:14])[C:12]2[C:15]3[CH2:16][C:17]([CH3:26])([CH3:27])[O:18][C:19]=3[C:20]([C:22]([OH:24])=[O:23])=[CH:21][C:11]=2[N:10]=1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 67502200Methyl 2-((3,5-dichloropyridin-4-yl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxylate

Product 1

HCID 67502982HCID 67502982, compoundYield 78.4%

Procedure

The title compound was prepared following the procedure described for step-2 of Intermediate-3 using methyl 2-((3,5-dichloropyridin-4-yl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxylate (Intermediate-60, 2.00 g, 4.7 mmol), (50%) aqueous solution of sodium hydroxide (0.920 g, 23.0 mmol) methanol (2.0 mL) to afford 1.5 g of the desired product. 1HNMR (DMSO-d6): 1.46 (s, 6H), 3.37 (s, 2H), 3.56 (s, 3H), 7.10 (s, 1H), 8.45 (s, 2H), 10.77 (br s, 1H), 12.17 (br s, 1H).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-0ee7b243d22149cdafe3d302884234b9
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08519149B2

Reaction notes

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