Trimethyl orthoformate → HCID 68706888, compound

HRID 1434616Notes

Reaction equation

[CH3:1][C:2]1([NH:15][C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][C:17]=2[N+:26]([O-])=O)[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1.[CH:29](OC)(OC)OC>>[CH3:1][C:2]1([N:15]2[C:16]3[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][C:17]=3[N:26]=[CH:29]2)[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1

Participants

Reactant 2

HCID 9005Trimethyl orthoformate

HCID 68706749HCID 68706749, compound

Product 1

HCID 68706888HCID 68706888, compound

Procedure

Using tert-butyl 4-methyl-4-{[4-(methylsulfonyl)-2-nitrophenyl]amino}piperidine-1-carboxylate as starting material and following the procedure outlined in Method C, Step 2 but replacing trimethyl orthoacetate with trimethyl orthoformate, there is obtained tert-butyl 4-methyl-4-[5-(methylsulfonyl)-1H-benzimidazol-1-yl]piperidine-1-carboxylate.

Sources & evidence

ORD record: ord-e089ca8d7fc64aa1b5d4e78731987bb0
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07615555B2

Reaction notes

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