Hydrochloric Acid → HCID 68734641, compound

HRID 529160Notes

Reaction equation

HRID 529160 reaction equation
[CH:1]1([N:6]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]3[N:21]([C:29]4[C:30]5[C@H:37]([CH:38]([CH3:40])[CH3:39])[CH2:36][CH2:35][C:31]=5[N:32]=[CH:33][N:34]=4)[CH2:22][C:23]4([CH2:28][CH2:27][NH:26][CH2:25][CH2:24]4)[C:16]=23)C(=O)OC(C)(C)C)[CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:41]>C(Cl)Cl.O1CCOCC1>[ClH:41].[ClH:41].[ClH:41].[CH:38]([C@H:37]1[C:30]2[C:29]([N:21]3[C:17]4[C:16](=[C:15]([CH2:14][NH:6][CH:1]5[CH2:5][CH2:4][CH2:3][CH2:2]5)[CH:20]=[CH:19][CH:18]=4)[C:23]4([CH2:28][CH2:27][NH:26][CH2:25][CH2:24]4)[CH2:22]3)=[N:34][CH:33]=[N:32][C:31]=2[CH2:35][CH2:36]1)([CH3:40])[CH3:39]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68738070HCID 68738070, compound

Product 1

HCID 68734641HCID 68734641, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of (S)-tert-butyl cyclopentyl((1-(5-isopropyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4′-piperidine]-4-yl)methyl)carbamate (0.0156 g, 0.0286 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 to yield (S)—N-((1-(5-isopropyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4′-piperidine]-4-yl)methyl)cyclopentanamine trihydrochloride as a solid. LCMS (APCI+) m/z 446.3 [M+H]+; Rt=3.28 min.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-43eee0ee07e546c4912825b61a886e01
Source dataset
uspto-grants-2016_05
Patent number
US09346805B2

Reaction notes

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