Hydrochloric Acid → HCID 68738135, compound

HRID 529157Notes

Reaction equation

HRID 529157 reaction equation
[CH:1]([N:4]([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]2[N:19]([C:27]3[C:28]4[C@H:35]([CH:36]([CH3:38])[CH3:37])[CH2:34][CH2:33][C:29]=4[N:30]=[CH:31][N:32]=3)[CH2:20][C:21]3([CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)[C:14]=12)C(=O)OC(C)(C)C)([CH3:3])[CH3:2].[ClH:39]>C(Cl)Cl.O1CCOCC1>[ClH:39].[ClH:39].[ClH:39].[CH:36]([C@H:35]1[C:28]2[C:27]([N:19]3[C:15]4[C:14](=[C:13]([CH2:12][NH:4][CH:1]([CH3:3])[CH3:2])[CH:18]=[CH:17][CH:16]=4)[C:21]4([CH2:26][CH2:25][NH:24][CH2:23][CH2:22]4)[CH2:20]3)=[N:32][CH:31]=[N:30][C:29]=2[CH2:33][CH2:34]1)([CH3:38])[CH3:37]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68736990HCID 68736990, compound

Product 1

HCID 68738135HCID 68738135, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of (S)-tert-butyl isopropyl((1-(5-isopropyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4′-piperidine]-4-yl)methyl)carbamate (0.0189 g, 0.0364 mmol) in DCM (2 mL) was treated with 4N HCl in dioxane (0.5 mL). The reaction was stirred at room temperature for 1 hour and concentrated under reduced pressure to give (S)—N-((1-(5-isopropyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4′-piperidine]-4-yl)methyl)propan-2-amine trihydrochloride (0.020 g, 100%). LCMS (APCI+) m/z 420.3 [M+H]+; Rt=3.14 min.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f56b58e2be724e23826e914b06062f41
Source dataset
uspto-grants-2016_05
Patent number
US09346805B2

Reaction notes

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