Dichloromethane → HCID 15604225, compound

HRID 1515313Notes

Reaction equation

HRID 1515313 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][N:8]2[C:12]3=[N:13][CH:14]=[CH:15][C:16]([NH2:17])=[C:11]3[CH:10]=[CH:9]2)=[CH:3][CH:2]=1.Br[C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([N:27]=[C:28]=[O:29])[CH:20]=1.[Cl:30]CCl>>[Cl:30][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([NH:27][C:28]([NH:17][C:16]2[CH:15]=[CH:14][N:13]=[C:12]3[N:8]([CH2:7][C:4]4[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=4)[CH:9]=[CH:10][C:11]=23)=[O:29])[CH:20]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 58703443900574-83-6HCID 59428625HCID 59428625, compound

Product 1

HCID 15604225HCID 15604225, compound

Procedure

Compound 1d (52 mg, 0.233 mmol) is dissolved in dichloromethane (5.0 mL) and 4-bromo-2-isocyanato-1-methoxy-benzene (1.0 equiv., 44 mg, 0.233 mmol) is then added and stirred at room temperature for 3 hours under nitrogen atmosphere. All solvent is then removed by rotary evaporation and the crude product is purified via preparative TLC to afford Compound 1f as an off-white solid.

Workup

  1. customAll solvent is then removed by rotary evaporation
  2. customthe crude product is purified via preparative TLC

Sources & evidence

ORD record
ord-90b7c3a8820f428ea8e11c3cb403c563
Source dataset
uspto-grants-2012_07
Patent number
US08222421B2

Reaction notes

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