O-(Tetrahydropyran-2-yl)hydroxylamine → (e)-3-{1'-Benzyl-4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-n-(tetrahydro-pyran-2-yloxy)-acrylamide

HRID 518170Notes

Reaction equation

HRID 518170 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]2([CH2:22][C:21](=[O:23])[C:20]3[C:15](=[CH:16][CH:17]=[C:18](/[CH:24]=[CH:25]/[C:26](O)=[O:27])[CH:19]=3)[O:14]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:29][O:30][CH:31]1[CH2:36][CH2:35][CH2:34][CH2:33][O:32]1>>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]2([CH2:22][C:21](=[O:23])[C:20]3[C:15](=[CH:16][CH:17]=[C:18](/[CH:24]=[CH:25]/[C:26]([NH:29][O:30][CH:31]4[CH2:36][CH2:35][CH2:34][CH2:33][O:32]4)=[O:27])[CH:19]=3)[O:14]2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 5142091O-(Tetrahydropyran-2-yl)hydroxylamineHCID 52952734(E)-3-{1'-benzyl-4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-acrylic acid

Product 1

HCID 52951279(e)-3-{1'-Benzyl-4-oxo-spiro[chromane-2,4'-piperidine]-6-yl}-n-(tetrahydro-pyran-2-yloxy)-acrylamide

Procedure

(E)-3-{1′-Benzyl-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid (365 mg, 0.97 mmol) was treated with NH2OTHP following the procedure described in Example 1, Step B, giving (E)-3-{1′-benzyl-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-N-(tetrahydro-pyran-2-yloxy)-acrylamide (328 mg) as a light yellow oil.

Sources & evidence

ORD record
ord-2bbd4259631e42c8bc1c46dc858a96c2
Source dataset
uspto-grants-2015_08
Patent number
US09115148B2

Reaction notes

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