Hydrochloric Acid → HCID 51353582, compound

HRID 874321Notes

Reaction equation

HRID 874321 reaction equation
[C:1]1([CH2:7][CH2:8][N:9]2[CH2:14][CH2:13][CH2:12][C:11]3([NH:19][C:18](=[O:20])[C:17]4[CH:21]=[C:22](/[CH:25]=[CH:26]/[C:27]([NH:29][O:30]C5CCCCO5)=[O:28])[CH:23]=[CH:24][C:16]=4[O:15]3)[CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.C(N1CCCC2(NC(=O)C3C=C(/C=C/C(O)=O)C=CC=3O2)C1)C1C=CC=CC=1>C(Cl)Cl.O1CCOCC1>[C:1]1([CH2:7][CH2:8][N:9]2[CH2:14][CH2:13][CH2:12][C:11]3([NH:19][C:18](=[O:20])[C:17]4[CH:21]=[C:22](/[CH:25]=[CH:26]/[C:27]([NH:29][OH:30])=[O:28])[CH:23]=[CH:24][C:16]=4[O:15]3)[CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 86671991HCID 86671991, compoundHCID 86671995HCID 86671995, compound

Product 1

HCID 51353582HCID 51353582, compoundYield 73.6%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

(±)-(E)-3-{1′-(2-Phenyl-ethyl)-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3′-piperidin]-6-yl}-N-(tetrahydro-pyran-2-yloxy)-acrylamide (150 mg, 0.30 mmol) in DCM (5 ml) was treated with 4 M HCl in dioxane (1 ml) as described in Example 30, STEP C to give (±)-(E)-3-{1′-(2-phenyl-ethyl)-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3′-piperidin]-6-yl}-N-hydroxy-acrylamide (90 mg) as a pale yellow solid (hydrochloride salt).

Sources & evidence

ORD record
ord-d4779c5d0ecb43c691acc4953da610ea
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

Loading…