tert-Butyl[1-(3,4-dichlorobenzyl)-7-{[(propylsulfonyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate → N-{[7-Amino-8-(3,4-dichlorobenzyl)-5,6,7,8-tetrahydronaphthalen-2-yl]methyl}propane-1-sulfonamide hydrochloride

HRID 1044499Notes

Reaction equation

HRID 1044499 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:32]=[CH:33][C:34]=1[Cl:35])[CH2:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH2:16][NH:17][S:18]([CH2:21][CH2:22][CH3:23])(=[O:20])=[O:19])[CH:14]=2)[CH2:9][CH2:8][CH:7]1[NH:24]C(=O)OC(C)(C)C>Cl>[ClH:1].[NH2:24][CH:7]1[CH:6]([CH2:5][C:4]2[CH:32]=[CH:33][C:34]([Cl:35])=[C:2]([Cl:1])[CH:3]=2)[C:15]2[CH:14]=[C:13]([CH2:16][NH:17][S:18]([CH2:21][CH2:22][CH3:23])(=[O:20])=[O:19])[CH:12]=[CH:11][C:10]=2[CH2:9][CH2:8]1

Participants

3

Reactant 1

HCID 57471202tert-Butyl[1-(3,4-dichlorobenzyl)-7-{[(propylsulfonyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate

Product 1

HCID 57467213N-{[7-Amino-8-(3,4-dichlorobenzyl)-5,6,7,8-tetrahydronaphthalen-2-yl]methyl}propane-1-sulfonamide hydrochloride

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Tert-butyl [1-(3,4-dichlorobenzyl)-7-{[(propylsulfonyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate (120 mg, 0.222 mmol, cf. example 39) was dissolved in 5 N isopropanolic hydrochloric acid (2 mL). The reaction mixture was stirred at room temperature for 1 h. The solvent was evaporated and the product was dried in vacuo. Yield: 101 mg (0.211 mmol, 95%).

Workup

  1. customThe solvent was evaporated
  2. customthe product was dried in vacuo

Sources & evidence

ORD record
ord-3f2b4180e2ca4edfb8243c01b2a98555
Source dataset
uspto-grants-2013_10
Patent number
US08563617B2

Reaction notes

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