Hydrochloric Acid → 3-[3-(2-fluorophenyl)-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl]-N-methyl-1-phenylpropan-1-amine

HRID 1818801Notes

Reaction equation

HRID 1818801 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]([CH2:17][CH2:18][CH:19]([N:26](C)[C:27](=O)OC(C)(C)C)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[S:9]1(=[O:36])=[O:35].Cl>CCOCC>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]([CH2:17][CH2:18][CH:19]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[NH:26][CH3:27])[S:9]1(=[O:36])=[O:35]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86621286tert-butyl {3-[3-(2-fluorophenyl)-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl]-1-phenylpropyl}methylcarbamate

Product 1

HCID 249377573-[3-(2-fluorophenyl)-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl]-N-methyl-1-phenylpropan-1-amineYield 60.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

tert-butyl {3-[3-(2-fluorophenyl)-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl]-1-phenylpropyl}methylcarbamate (0.11 g, 0.22 mmol) was treated with an excess of 2N HCl in ether. The precipitated amine salt was collected to give 55 mg of 3-[3-(2-fluorophenyl)-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl]-N-methyl-1-phenylpropan-1-amine.

Workup

  1. customThe precipitated amine salt was collected

Sources & evidence

ORD record
ord-35e1e7c49982470cb723e2c745109e90
Source dataset
uspto-grants-2009_10
Patent number
US07601722B2

Reaction notes

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