HCID 71065165, compound → HCID 87747345, compound

HRID 1522719Notes

Reaction equation

HRID 1522719 reaction equation
C1(C2[C:8](=O)[C:9]([C:62]3[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=3)=[C:10]([C:37]3[CH:42]=[CH:41][C:40]([C:43]4[CH:55]=[CH:54][C:53]5[C:52]6[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=6)[C:46]([CH2:59][CH2:60][CH3:61])([CH2:56][CH2:57][CH3:58])[C:45]=5[CH:44]=4)=[CH:39][CH:38]=3)[C:11]=2[C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:30]=[CH:29][C:28]4[C:27]5[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=5)[C:21]([CH2:34][CH2:35][CH3:36])([CH2:31][CH2:32][CH3:33])[C:20]=4[CH:19]=3)=[CH:14][CH:13]=2)C=CC=CC=1.[C:69]([C:71]1[CH:76]=[CH:75][C:74]([C:77]2[CH:82]=[CH:81][CH:80]=[CH:79][N:78]=2)=[CH:73][CH:72]=1)#[CH:70]>C1(OC2C=CC=CC=2)C=CC=CC=1>[C:12]1([C:70]2[C:11]([C:12]3[CH:13]=[CH:14][C:15]([C:18]4[CH:30]=[CH:29][C:28]5[C:27]6[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=6)[C:21]([CH2:34][CH2:35][CH3:36])([CH2:31][CH2:32][CH3:33])[C:20]=5[CH:19]=4)=[CH:16][CH:17]=3)=[C:10]([C:37]3[CH:38]=[CH:39][C:40]([C:43]4[CH:55]=[CH:54][C:53]5[C:52]6[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=6)[C:46]([CH2:59][CH2:60][CH3:61])([CH2:56][CH2:57][CH3:58])[C:45]=5[CH:44]=4)=[CH:41][CH:42]=3)[C:9]([C:62]3[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=3)=[CH:8][C:69]=2[C:71]2[CH:76]=[CH:75][C:74]([C:77]3[CH:82]=[CH:81][CH:80]=[CH:79][N:78]=3)=[CH:73][CH:72]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 71065165HCID 71065165, compoundHCID 86084841871012-92-9

Product 1

HCID 87747345HCID 87747345, compoundYield 126.4%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Conditions

Temperature
210 °C

Procedure

A solution of (10) (1.48 g, 1.67 mmol) and (3) (200 mg, 1.12 mmol) in diphenyl ether (3 mL) was deoxygenated and heated at 210° C. under argon for 3 hours. The crude product was purified by column chromatography over silica using dichloromethane: light petroleum (1:1) as the eluent. The main band was isolated and the solvent completely removed to give (11) (1.09 g, 95%).

Workup

  1. customThe crude product was purified by column chromatography over silica
  2. customThe main band was isolated
  3. customthe solvent completely removed

Sources & evidence

ORD record
ord-1cbb7413a1634e608750197b27f11e99
Source dataset
uspto-grants-2015_07
Patent number
US09078330B2

Reaction notes

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