Hydrochloric Acid → HCID 86696479, compound

HRID 870769Notes

Reaction equation

HRID 870769 reaction equation
[C@H:1]12[CH2:13][C@H:4]([N:5](C(OC(C)C)=O)[CH2:6]1)[CH2:3][N:2]2[C:14]([O:16][C:17](C)([CH3:19])[CH3:18])=[O:15].[ClH:21]>CO>[ClH:21].[C@H:1]12[CH2:13][C@H:4]([NH:5][CH2:6]1)[CH2:3][N:2]2[C:14]([O:16][CH:17]([CH3:19])[CH3:18])=[O:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86696478HCID 86696478, compound

Product 1

HCID 86696479HCID 86696479, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

(1S,4S)-2-tert-Butyl 5-isopropyl 2,5-diazabicyclo[2.2.1]heptane-2,5-dicarboxylate (1.3 g, 4.6 mmol) was dissolved in methanol (200 mL). Concentrated hydrochloric acid (6 mL, 72 mmol) was added and the solution stirred at 50° C. for 2 h, then evaporated to dryness to provide (1S,4S)-isopropyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate hydrochloride as 0.9 g of white solid. LRMS (ESI) m/z 185.1 [(M+H)]+, calc'd for C9H16N202: 184.24.

Workup

  1. customevaporated to dryness

Sources & evidence

ORD record
ord-d5343b6735b74bf384db0a218442785a
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

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