HCID 76593238, compound → HCID 75290665, compound

HRID 1443513Notes

Reaction equation

HRID 1443513 reaction equation
COC1C=CC(C[N:8]2[C:26](=[O:27])[N:25]3[CH:21]([CH2:22][CH:23]([O:28][C:29]4[C:38]5[C:33](=[C:34]([CH3:41])[C:35]([O:39][CH3:40])=[CH:36][CH:37]=5)[N:32]=[C:31]([C:42]5[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=5)[N:30]=4)[CH2:24]3)[C:20](=[O:48])[NH:19][C:18]3([C:49]([NH:51][S:52]([CH:55]4[CH2:57][CH2:56]4)(=[O:54])=[O:53])=[O:50])[CH:16]([CH2:17]3)[CH:15]=[CH:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=CC=1>ClCCl.FC(F)(F)C(O)=O>[CH3:40][O:39][C:35]1[C:34]([CH3:41])=[C:33]2[C:38]([C:29]([O:28][CH:23]3[CH2:22][CH:21]4[N:25]([C:26](=[O:27])[NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH:14]=[CH:15][CH:16]5[C:18]([C:49]([NH:51][S:52]([CH:55]6[CH2:57][CH2:56]6)(=[O:54])=[O:53])=[O:50])([NH:19][C:20]4=[O:48])[CH2:17]5)[CH2:24]3)=[N:30][C:31]([C:42]3[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=3)=[N:32]2)=[CH:37][CH:36]=1

Participants

3

Reactant 1

HCID 76593238HCID 76593238, compound

Product 1

HCID 75290665HCID 75290665, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

Compound 173 (150 mg, 0.18 mmol) was stirred for 30 min in a mixture of dichloromethane-trifluoroacetic acid; 2:1. Evaporation and purification by column chromatography (5% methanol in ether) gave the title compound (81 mg, 62%). MS (M−H)+ 703

Workup

  1. customEvaporation and purification by column chromatography (5% methanol in ether)

Sources & evidence

ORD record
ord-5f2e4e0350b5417b86dd3b86379df42f
Source dataset
uspto-grants-2010_02
Patent number
US07659245B2

Reaction notes

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