Ethyl Bromide → HCID 67248069, compound

HRID 1027586Notes

Reaction equation

HRID 1027586 reaction equation
[C:1]([O:5][C:6](=[O:15])[NH:7][CH2:8][CH:9]1[O:13][NH:12][C:11](=[O:14])[CH2:10]1)([CH3:4])([CH3:3])[CH3:2].Br[CH2:17][CH3:18]>>[C:1]([O:5][C:6](=[O:15])[NH:7][CH2:8][CH:9]1[O:13][N:12]([CH2:17][CH3:18])[C:11](=[O:14])[CH2:10]1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 6332Ethyl BromideHCID 13047572HCID 13047572, compound

Product 1

HCID 67248069HCID 67248069, compound

Procedure

The product obtained in Step B (0.1 g) was alkylated with bromoethane as described in Example 4, step A to afford the O-alkylated product (18 mg), 1HNMR (CDCl3, 400 MHz): 4.90 (m, 1H), 4.70 (m, 1H), 4.2 (q, 2H), 3.35 (m, 2H), 3.00 (dd, 1H), 2.75 (dd, 1H), 1.50 (s, 9H), 1.35 (t, 3H); and the title N-alkylated product (63 mg). 1HNMR (CDCl3, 400 MHz): 4.85 (m, 1H), 4.55 (m, 1H), 3.60 (m, 2H), 3.40 (m, 2H), 2.80 (dd, 1H), 2.60 (dd, 1H), 1.50 (s, 9H), 1.20 (t, 3H).

Sources & evidence

ORD record
ord-ef5414b43cd34072a4636ebe846486e8
Source dataset
uspto-grants-2014_05
Patent number
US08735362B2

Reaction notes

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