1-Tert-butyl-4-isocyanatobenzene → HCID 11292477, compound

HRID 1246711Notes

Reaction equation

HRID 1246711 reaction equation
[Cl:1][C:2]1[C:3]([N:8]2[CH:13]3[CH2:14][CH2:15][CH:9]2[CH2:10][NH:11][CH2:12]3)=[N:4][CH:5]=[CH:6][CH:7]=1.[C:16]([C:20]1[CH:25]=[CH:24][C:23]([N:26]=[C:27]=[O:28])=[CH:22][CH:21]=1)([CH3:19])([CH3:18])[CH3:17]>ClCCl>[C:16]([C:20]1[CH:25]=[CH:24][C:23]([NH:26][C:27]([N:11]2[CH2:12][CH:13]3[N:8]([C:3]4[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][N:4]=4)[CH:9]([CH2:15][CH2:14]3)[CH2:10]2)=[O:28])=[CH:22][CH:21]=1)([CH3:19])([CH3:17])[CH3:18]

Participants

4

Reactant 2

HCID 27356951-Tert-butyl-4-isocyanatobenzeneHCID 219047698-(3-Chloropyridin-2-yl)-3,8-diazabicyclo[3.2.1]octane

Product 1

HCID 11292477HCID 11292477, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

8-(3-Chloro-2-pyridinyl)-3,8-diazabicyclo[3.2.1]octane (102 mg, 456 μmol) and 1-tert-butyl-4-isocyanatobenzene (80 mg, 456 μmol) were combined in dry dichloromethane (4.5 mL) and stirred overnight at room temperature. The mixture was concentrated and the residue was purified by chromatography on silica gel (7:3, hexanes:ethyl acetate) to provide the title compound. MS (ESI) m/z: 399 (M+H)+;

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by chromatography on silica gel (7:3, hexanes:ethyl acetate)

Sources & evidence

ORD record
ord-ffadd05394d24114bd4cb98e95d17321
Source dataset
uspto-grants-2006_10
Patent number
US07129235B2

Reaction notes

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