tert-Butyl N-(2-bromoethyl)carbamate → HCID 66818548, compound

HRID 1024719Notes

Reaction equation

HRID 1024719 reaction equation
[C:1]([C:3]1[CH:32]=[CH:31][C:6]([O:7][C:8]2[CH:9]=[C:10]([CH:19]=[C:20]([O:22][C:23]3[CH:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][CH:24]=3)[CH:21]=2)[C:11]([N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)=[O:12])=[CH:5][CH:4]=1)#[N:2].[C:33]([O:37][C:38](=[O:43])[NH:39][CH2:40][CH2:41]Br)([CH3:36])([CH3:35])[CH3:34]>>[C:33]([O:37][C:38](=[O:43])[NH:39][CH2:40][CH2:41][N:16]1[CH2:17][CH2:18][N:13]([C:11](=[O:12])[C:10]2[CH:9]=[C:8]([O:7][C:6]3[CH:31]=[CH:32][C:3]([C:1]#[N:2])=[CH:4][CH:5]=3)[CH:21]=[C:20]([O:22][C:23]3[CH:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][CH:24]=3)[CH:19]=2)[CH2:14][CH2:15]1)([CH3:36])([CH3:35])[CH3:34]

Participants

3

Reactant 2

HCID 4103526tert-Butyl N-(2-bromoethyl)carbamateHCID 66818563HCID 66818563, compound

Product 1

HCID 66818548HCID 66818548, compoundYield 85.9%

Procedure

Following the procedure of Example 11(e) 4-[3,5-bis-(4-cyano-phenoxy)-benzoyl]-piperazine 0.35 g (0.82 mmol) and (2-bromo-ethyl)-carbamic acid tert-butyl ester (0.183 g, 0.82 mmol) were used to afford 0.4 g of the required product. 1H NMR (DMSO-d6): 1.39 (9H, s), 2.28 (6H, m), 3.04 (2H, m), 3.54 (2H, m), 6.65 (1H, brs), 6.98 (2H, d), 7.05 (1H, t), 7.25 (4H, d), 7.88 (4H, d).

Sources & evidence

ORD record
ord-8610a562ba824fa8ae0da80bc4f25b47
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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