Butyl iodide → Butyl-pyrrol-1-yl-carbamic acid tert-butyl ester

HRID 1511957Notes

Reaction equation

HRID 1511957 reaction equation
[C:1]([O:5][C:6](=[O:13])[NH:7][N:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1)([CH3:4])([CH3:3])[CH3:2].I[CH2:15][CH2:16][CH2:17][CH3:18].[H-].[Na+]>>[C:1]([O:5][C:6](=[O:13])[N:7]([CH2:15][CH2:16][CH2:17][CH3:18])[N:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 10962Butyl iodideHCID 24758Sodium hydrideHCID 49760548tert-Butyl 1H-pyrrol-1-ylcarbamate

Product 1

HCID 67230193Butyl-pyrrol-1-yl-carbamic acid tert-butyl ester

Procedure

Prepared according to the N-alkylation condition used in Example 1 step b) from starting materials pyrrol-1-yl-carbamic acid tert-butyl ester (1.0 eq.), 1-iodobutane (2.0 eq.) and sodium hydride (1.3 eq.). 1H NMR (CDCl3, δ in ppm): 6.60 (m, 2H), 6.10 (m, 2H), 3.64 (t, 2H, J=7.0 Hz), 1.42 (s, 9H), 1.55-1.26 (m, 4H), 0.92 (t, 3H, J=7.0 Hz).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-be8fa04170d94aed822e3e535315bd7d
Source dataset
uspto-grants-2012_07
Patent number
US08217043B2

Reaction notes

Loading…