Azido(trimethyl)stannane → HCID 178507543, compound

HRID 1711312Notes

Reaction equation

HRID 1711312 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][C:3]=1[C:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH:12]=1.[N:17]([Sn](C)(C)C)=[N+:18]=[N-:19]>C1(C)C=CC=CC=1>[C:11]1([C:3]2[CH:4]=[C:5]([CH2:8][C:9]3[NH:19][N:18]=[N:17][N:10]=3)[CH:6]=[CH:7][C:2]=2[NH2:1])[CH2:16][CH2:15][CH2:14][CH2:13][CH:12]=1

Participants

4

Reactant 2

HCID 5104973Azido(trimethyl)stannaneHCID 58754819(4-Amino-3-cyclohex-1-enyl-phenyl)-acetonitrile

Product 1

HCID 178507543HCID 178507543, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The title compound was prepared from (4-amino-3-cyclohex-1-enyl-phenyl)-acetonitrile (as prepared in the previous step, 103 mg, 0.485 mmol) and azidotrimethylstannane (105 mg, 0.510 mmol) in toluene (4 mL) according to the procedure in Example 52, step (c) and then further purified by preparative TLC (10% MeOH—CHCl3) to afford 40 mg (39%) as a white solid. Mass spectrum (ESI, m/z): Calcd. for C14H17N5, 256.1 (M+H), found 256.1.

Workup

  1. customfurther purified by preparative TLC (10% MeOH—CHCl3)
  2. customto afford 40 mg (39%) as a white solid

Sources & evidence

ORD record
ord-f401da7a451c4d3a96efe5d310a48400
Source dataset
uspto-grants-2010_09
Patent number
US07790724B2

Reaction notes

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