Triethylamine → HCID 136180637, compound

HRID 550964Notes

Reaction equation

O[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([C:12]2[C:13]3[NH:17][C:16]([CH:18]=[C:19]4[N:46]=[C:22]([C:23]([C:35]5[CH:40]=[CH:39][CH:38]=[C:37]([O:41][CH2:42][CH2:43][CH2:44]O)[CH:36]=5)=[C:24]5[NH:34][C:27](=[CH:28][C:29]6[CH:30]=[CH:31][C:32]=2[N:33]=6)[CH:26]=[CH:25]5)[CH:21]=[CH:20]4)=[CH:15][CH:14]=3)[CH:9]=[CH:10][CH:11]=1.C(N(CC)CC)C.[CH3:54][S:55](Cl)(=[O:57])=[O:56]>C(Cl)Cl>[CH3:54][S:55]([CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([C:12]2[C:13]3[NH:17][C:16]([CH:18]=[C:19]4[N:46]=[C:22]([C:23]([C:35]5[CH:40]=[CH:39][CH:38]=[C:37]([O:41][CH2:42][CH2:43][CH2:44][S:55]([CH3:54])(=[O:57])=[O:56])[CH:36]=5)=[C:24]5[NH:34][C:27](=[CH:28][C:29]6[CH:30]=[CH:31][C:32]=2[N:33]=6)[CH:26]=[CH:25]5)[CH:21]=[CH:20]4)=[CH:15][CH:14]=3)[CH:9]=[CH:10][CH:11]=1)(=[O:57])=[O:56]

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution of 5,15-bis-[3-(3-hydroxypropoxy)phenyl]porphyrin (30 mg, 0.049 mmol) in anhydrous CH2Cl2, under nitrogen atmosphere, at 0° C., triethylamine (29 mg mg, 0.29 mmol) and methansulphonylchloride (17 mg, 0.15 mmol) were added. The mixture was kept under magnetic stirring at 0° C. for 3 hours, then washed with NaHCO3 saturated solution and with water. The organic phase was dried under Na2SO4 and the solvent removed by evaporation. The crude product was purified by chromatography on silica gel (CHCl3), to obtain 17 mg of the pure title product (yield 45%).

Workup

washwashed with NaHCO3 saturated solution and with water
customThe organic phase was dried under Na2SO4
customthe solvent removed by evaporation
customThe crude product was purified by chromatography on silica gel (CHCl3)

Sources & evidence

ORD record: ord-a2c089fe5a1e47c9b08fe065a6896592
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07947674B2

Reaction notes

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