Hydrochloric Acid → HCID 58295693, compound

HRID 390159Notes

Reaction equation

HRID 390159 reaction equation
[F:1][C:2]([F:36])([F:35])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1/[CH:9]=[CH:10]/[C:11]([N:13]1[CH2:18][CH2:17][C:16]2([C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19]2)[CH2:15][CH2:14]1)=[O:12].Cl>C(Cl)Cl.O1CCOCC1>[N:13]1([C:11](=[O:12])/[CH:10]=[CH:9]/[C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[C:2]([F:1])([F:36])[F:35])[CH2:18][CH2:17][C:16]2([C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH2:21][NH:20][CH2:19]2)[CH2:15][CH2:14]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 44226867HCID 44226867, compound

Product 1

HCID 58295693HCID 58295693, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a stirred solution of (E)-tert-butyl 1′-(3-(2-(trifluoromethyl)phenyl)acryloyl)-1H-spiro[isoquinoline-4,4′-piperidine]-2(3H)-carboxylate (64 mg, 0.13 mmol) in CH2Cl2 (2 mL) was added 4 M HCl in dioxane (2 mL). The mixture was stirred at rt for 2 h and concentrated to afford (E)-1-(2,3-dihydro-1H-spiro[isoquinoline-4,4′-piperidine]-1′-yl)-3-(2-(trifluoromethyl)phenyl)prop-2-en-1-one as its hydrochloride salt. LC-MS Method 1 tR=1.26, min, m/z=401.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-e3d7a957389f4781acc6056402c21f21
Source dataset
uspto-grants-2013_02
Patent number
US08383629B2

Reaction notes

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