Formaldehyde → HCID 136013664, compound

HRID 880365Notes

Reaction equation

HRID 880365 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([NH:8][C:9]([C:11]2[CH:15]=[C:14]([C:16]3[C:21]([OH:22])=[CH:20][C:19]([OH:23])=[CH:18][C:17]=3[O:24][C:25]3[CH:30]=[CH:29][C:28]([NH2:31])=[CH:27][CH:26]=3)[O:13][N:12]=2)=[O:10])[CH2:4][CH2:3]1.[O:32]1[CH2:37][CH2:36][C:35](=O)[CH2:34][CH2:33]1.C=O>>[OH:22][C:21]1[CH:20]=[C:19]([OH:23])[CH:18]=[C:17]([O:24][C:25]2[CH:26]=[CH:27][C:28]([NH:31][CH:35]3[CH2:36][CH2:37][O:32][CH2:33][CH2:34]3)=[CH:29][CH:30]=2)[C:16]=1[C:14]1[O:13][N:12]=[C:11]([C:9]([NH:8][CH:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)=[O:10])[CH:15]=1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 121599Tetrahydro-4H-pyran-4-oneHCID 136349812HCID 136349812, compound

Product 1

HCID 136013664HCID 136013664, compoundYield 53%

Procedure

Operating as in Example 24 Step 4, but employing N-(1-methylpiperidin-4-yl)-5-{2-[4-(amino)phenoxy]-4,6-dihydroxyphenyl}isoxazole-3-carboxamide instead of tert-butyl 4-{[(5-{2,4-bis[(2-methoxyethoxy)methoxy]-6-(4-aminophenoxy)phenyl}isoxazol-3-yl)carbonyl]amino}piperidine-1-carboxylate and tetrahydro-pyran-4-one instead formaldehyde, the title compound was obtained in 53% yield.

Sources & evidence

ORD record
ord-81a7b5d0916f4936a62657d58d6582ee
Source dataset
uspto-grants-2015_03
Patent number
US08993556B2

Reaction notes

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