Methyl 1-formylcyclobutane-1-carboxylate → Methyl 1-{[4-({[(6-fluoro-3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-1-yl)carbonyl]amino}methyl)-4-hydroxypiperidin-1-yl]methyl}cyclobutanecarboxylate

HRID 733110Notes

Reaction equation

HRID 733110 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:24])([CH3:23])[C:7](=[O:22])[N:8]2[C:11]([NH:13][CH2:14][C:15]2([OH:21])[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[O:12])=[CH:4][CH:3]=1.[CH:25]([C:27]1([C:31]([O:33][CH3:34])=[O:32])[CH2:30][CH2:29][CH2:28]1)=O>>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:24])([CH3:23])[C:7](=[O:22])[N:8]2[C:11]([NH:13][CH2:14][C:15]2([OH:21])[CH2:20][CH2:19][N:18]([CH2:25][C:27]3([C:31]([O:33][CH3:34])=[O:32])[CH2:30][CH2:29][CH2:28]3)[CH2:17][CH2:16]2)=[O:12])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 15656335Methyl 1-formylcyclobutane-1-carboxylateHCID 672326006-fluoro-N-[(4-hydroxypiperidin-4-yl)methyl]-3,3-dimethyl-2-oxoindoline-1-carboxamide2×

Product 1

HCID 67232244Methyl 1-{[4-({[(6-fluoro-3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-1-yl)carbonyl]amino}methyl)-4-hydroxypiperidin-1-yl]methyl}cyclobutanecarboxylate

Procedure

The title compound was prepared according to the procedure described in step 3 of Example 2 from 6-fluoro-N-[(4-hydroxypiperidin-4-yl)methyl]-3,3-dimethyl-2-oxoindoline-1-carboxamide and methyl 1-formylcyclobutanecarboxylate (step 4 of Example 22) and methyl 1-formylcyclobutanecarboxylate (Davis, Charles R. et al., J. Org. Chem., 1993, 58, 6843).

Sources & evidence

ORD record
ord-170cefcb84864ed48a66873893ef42fe
Source dataset
uspto-grants-2009_09
Patent number
US07589109B2

Reaction notes

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