2-Cyclopropyl-1-fluoro-4-iodobenzene → 3-Cyclopropyl-N-[[4-(1,1-dimethylethyl)phenyl]methyl]-4-fluorobenzeneethanamine

HRID 19793

Reaction equation

HRID 19793 reaction equation
[CH:1]1([C:4]2[CH:9]=[C:8](I)[CH:7]=[CH:6][C:5]=2[F:11])[CH2:3][CH2:2]1.[C:12]([C:16]1[CH:29]=[CH:28][C:19]([CH2:20][N:21]2[CH2:25][CH2:24]OS2(=O)=O)=[CH:18][CH:17]=1)([CH3:15])([CH3:14])[CH3:13]>>[C:12]([C:16]1[CH:17]=[CH:18][C:19]([CH2:20][NH:21][CH2:25][CH2:24][C:8]2[CH:7]=[CH:6][C:5]([F:11])=[C:4]([CH:1]3[CH2:3][CH2:2]3)[CH:9]=2)=[CH:28][CH:29]=1)([CH3:14])([CH3:13])[CH3:15]

Participants

3

Reactant 2

HCID 685641102-Cyclopropyl-1-fluoro-4-iodobenzeneHCID 866139913-(4-Tert-butylbenzyl)-[1,2,3]oxathiazolidine 2,2-dioxide

Product 1

HCID 685611573-Cyclopropyl-N-[[4-(1,1-dimethylethyl)phenyl]methyl]-4-fluorobenzeneethanamineYield 28.3%

Procedure

The title compound was synthesized in analogy to example S6-C using 2-cyclopropyl-1-fluoro-4-iodobenzene (100 mg, 0.38 mmol) and 3-(4-tert-butylbenzyl)-[1,2,3]oxathiazolidine 2,2-dioxide (103 mg, 0.38 mmol). The residue was purified by flash column chromatography to give the desired product (35 mg, 28%) as a colorless oil. MS (ISP) 326.3 (M+H)+.

Workup

  1. customThe residue was purified by flash column chromatography

Sources & evidence

ORD record
ord-ff9c23d8d5c04f3a879a65b9a32f99fa
Source dataset
uspto-grants-2010_06
Patent number
US07745477B2

Linked notes

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