O-(Tetrahydropyran-2-yl)hydroxylamine → HCID 87208822, compound

HRID 518205Notes

Reaction equation

HRID 518205 reaction equation
[C:1]1([CH2:7][CH2:8][N:9]2[CH2:14][CH2:13][C:12]3([CH2:23][C:22](=[O:24])[C:21]4[C:16](=[CH:17][CH:18]=[C:19](/[CH:25]=[CH:26]/[C:27](O)=[O:28])[CH:20]=4)[O:15]3)[CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:30][O:31][CH:32]1[CH2:37][CH2:36][CH2:35][CH2:34][O:33]1>C(Cl)Cl>[C:1]1([CH2:7][CH2:8][N:9]2[CH2:14][CH2:13][C:12]3([CH2:23][C:22](=[O:24])[C:21]4[C:16](=[CH:17][CH:18]=[C:19](/[CH:25]=[CH:26]/[C:27]([NH:30][O:31][CH:32]5[CH2:37][CH2:36][CH2:35][CH2:34][O:33]5)=[O:28])[CH:20]=4)[O:15]3)[CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 5142091O-(Tetrahydropyran-2-yl)hydroxylamineHCID 66932439HCID 66932439, compound

Product 1

HCID 87208822HCID 87208822, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(E)-3-{1′-(2-Phenyl-ethyl)-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid (1.71 g, 4.00 mmol) obtained in Step B was suspended in DCM (50 ml). TEA (0.84 ml, 6.0 mmol) was added and the clear solution was treated with NH2OTHP following the procedure described in Example 1, Step B, giving (E)-3-{1′-(2-phenyl-ethyl)-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-N-(tetrahydro-pyran-2-yloxy)-acrylamide (1.62 g) as a light yellow solid.

Sources & evidence

ORD record
ord-f3e88c0a455b450b9c9452f78d86beee
Source dataset
uspto-grants-2015_08
Patent number
US09115148B2

Reaction notes

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