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

HRID 2046740Notes

Reaction equation

HRID 2046740 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-7b7c33164a484860a6e5626341a95528
Source dataset
uspto-grants-2013_11
Patent number
US08592444B2

Reaction notes

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