1-Acetoxy-2-bromoethane → acetic acid 2-(2-amino-6,7-dihydro-9H-5-thia-8-aza-benzocyclohepten-8-yl)-ethyl ester

HRID 1040941Notes

Reaction equation

HRID 1040941 reaction equation
[CH:1]1[C:6]2[CH2:7][NH:8][CH2:9][CH2:10][S:11][C:5]=2[CH:4]=[CH:3][C:2]=1[NH2:12].[C:13]([O:16][CH2:17][CH2:18]Br)(=[O:15])[CH3:14]>>[NH2:12][C:2]1[CH:3]=[CH:4][C:5]2[S:11][CH2:10][CH2:9][N:8]([CH2:18][CH2:17][O:16][C:13](=[O:15])[CH3:14])[CH2:7][C:6]=2[CH:1]=1

Participants

3

Reactant 2

HCID 135641-Acetoxy-2-bromoethaneHCID 578538726,7,8,9-Tetrahydro-5-thia-8-aza-benzocyclohepten-2-ylamine

Product 1

HCID 67263419acetic acid 2-(2-amino-6,7-dihydro-9H-5-thia-8-aza-benzocyclohepten-8-yl)-ethyl esterYield 85.1%

Procedure

Following the procedure of 521a, 6,7,8,9-tetrahydro-5-thia-8-aza-benzocyclohepten-2-ylamine (0.28 g, 0.0015 mol) and 2-bromoethyl acetate (0.40 g, 0.0023 mol) were reacted to give acetic acid 2-(2-amino-6,7-dihydro-9H-5-thia-8-aza-benzocyclohepten-8-yl)-ethyl ester (0.34 g, 83%) as an oil. LC/MS (ESI+): 266 (M).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-ce06cb56528141d8accf67c1c80372b6
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

Loading…