1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 17989327, compound

HRID 1353067Notes

Reaction equation

HRID 1353067 reaction equation
[NH2:1][C:2]1[CH:26]=[C:25]([O:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:24]=[CH:23][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[C:9]([O:21][CH3:22])[CH:8]=1)=[O:5].[C:34](C1NC=CN=1)(C1NC=CN=1)=[O:35].C1CCN2C(=NCCC2)CC1>ClCCl>[CH3:22][O:21][C:9]1[CH:8]=[C:7]([N:6]2[C:4](=[O:5])[C:3]3[C:2](=[CH:26][C:25]([O:27][C:28]4[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=4)=[CH:24][CH:23]=3)[NH:1][C:34]2=[O:35])[CH:12]=[CH:11][C:10]=1[O:13][CH2:14][CH2:15][N:16]1[CH2:17][CH2:18][CH2:19][CH2:20]1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 21101396HCID 21101396, compound

Product 1

HCID 17989327HCID 17989327, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Amino-N-[3-methoxy-4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-4-phenoxy-benzamide [Example C1] (62 mg, 0.14 mmol) was dissolved in dichloromethane (5 ml) and treated with carbonyl diimidazole (50 mg, 0.31 mmol) and DBU (0.1 ml). The mixture was stirred for 4 h at RT then the solvent removed and the residue purified by flash chromatography on silica gel (eluting with ammonia-methanol-dichloromethane) to obtain the title compound;

Workup

  1. customthe solvent removed
  2. customthe residue purified by flash chromatography on silica gel (eluting with ammonia-methanol-dichloromethane)

Sources & evidence

ORD record
ord-5c8b1d8db2524ea99277f950254558de
Source dataset
uspto-grants-2007_05
Patent number
US07220777B2

Reaction notes

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