Hydrazine hydrate (1:1) → HCID 67203526, compound

HRID 473523Notes

Reaction equation

O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH2:12][CH2:13][CH2:14][C:15]#[C:16][C:17]1[CH:18]=[C:19]([CH:34]=[C:35]([O:37][CH3:38])[CH:36]=1)[O:20][CH:21]1[CH2:26][CH2:25][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:23][CH2:22]1.O.NN>C(O)C>[NH2:3][CH2:12][CH2:13][CH2:14][C:15]#[C:16][C:17]1[CH:18]=[C:19]([CH:34]=[C:35]([O:37][CH3:38])[CH:36]=1)[O:20][CH:21]1[CH2:22][CH2:23][N:24]([C:27]([O:29][C:30]([CH3:32])([CH3:33])[CH3:31])=[O:28])[CH2:25][CH2:26]1

Participants

Conditions

Temperature: 80 °C

Procedure

tert-Butyl 4-(3-(5-(1,3-dioxoisoindolin-2-yl)pent-1-ynyl)-5-methoxyphenoxy)piperidine-1-carboxylate (0.500 g, 0.97 mmol) and hydrazine monohydrate (0.094 mL, 1.94 mmol) were taken up into ethanol (5 mL) and the resulting mixture was stirred at 80° C. for 2.5 hours. The resulting mixture was filtered and the solvent was removed in vacuo to yield tert-butyl 4-(3-(5-aminopent-1-ynyl)-5-methoxyphenoxy)piperidine-1-carboxylate. MH+ 388.2

Workup

filtrationThe resulting mixture was filtered
customthe solvent was removed in vacuo

Sources & evidence

ORD record: ord-2bbd6fa4659347b9b9cccbcca4912089
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08633322B2

Reaction notes

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