3-(Boc-amino)piperidine → HCID 86689495, compound

HRID 1853927Notes

Reaction equation

HRID 1853927 reaction equation
Cl[CH2:2]/[CH:3]=[CH:4]/[B:5]1[O:9][C:8]([CH3:11])([CH3:10])[C:7]([CH3:13])([CH3:12])[O:6]1.[NH:14]1[CH2:19][CH2:18][CH2:17][CH:16]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH2:15]1>>[CH3:12][C:7]1([CH3:13])[C:8]([CH3:11])([CH3:10])[O:9][B:5](/[CH:4]=[CH:3]/[CH2:2][N:14]2[CH2:19][CH2:18][CH2:17][CH:16]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:25])([CH3:24])[CH3:26])[CH2:15]2)[O:6]1

Participants

3

Reactant 2

HCID 42330413-(Boc-amino)piperidineHCID 118305003-Chloropropenyl-1-boronic acid pinacol ester

Product 1

HCID 86689495HCID 86689495, compoundYield 34.9%

Procedure

Following the procedure outlined for Example 488, (E)-2-(3-chloroprop-1-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (500 mg, 2.5 mmol) was reacted with tert-butyl piperidin-3-ylcarbamate (740 mg, 3.7 mmol) to afford the desired product (320 mg, 24%) as a yellow oil: ESI MS m/z 367 [C19H35BN2O4+H]+.

Sources & evidence

ORD record
ord-a7ff1d5cf31b4202892fcd75603e269c
Source dataset
uspto-grants-2015_02
Patent number
US08962648B2

Reaction notes

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