1,1'-Carbonyldiimidazole → HCID 135894684, compound

HRID 2388354Notes

Reaction equation

HRID 2388354 reaction equation
[OH:1][NH:2][C:3]([CH:5]1[CH2:10][CH2:9][CH:8]([N:11]2[CH2:14][CH:13]([NH:15][C:16]([CH2:18][NH:19][C:20](=[O:31])[C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=3)=[O:17])[CH2:12]2)[CH2:7][CH2:6]1)=[NH:4].[C:32](N1C=CN=C1)(N1C=CN=C1)=[O:33].C1CCN2C(=NCCC2)CC1>CC#N>[O:33]=[C:32]1[O:1][N:2]=[C:3]([CH:5]2[CH2:10][CH2:9][CH:8]([N:11]3[CH2:12][CH:13]([NH:15][C:16]([CH2:18][NH:19][C:20](=[O:31])[C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:28])([F:29])[F:30])[CH:22]=4)=[O:17])[CH2:14]3)[CH2:7][CH2:6]2)[NH:4]1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 178513337HCID 178513337, compound

Product 1

HCID 135894684HCID 135894684, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of the above intermediate from Step B (0.044 g, 0.1 mmol), 1,1′-carbonyldiimidazole (Aldrich, 0.0178 g, 0.11 mmol), DBU (Acros, 0.06 mL, 0.4 mmol) in CH3CN (1 mL) was stirred at rt overnight. The crude product was purified by HPLC to give a TFA salt as a yellowish solid.

Workup

  1. customThe crude product was purified by HPLC

Sources & evidence

ORD record
ord-6918e329978249e1ba6ade94d968e14e
Source dataset
uspto-grants-2012_09
Patent number
US08269015B2

Reaction notes

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