Triethylamine → HCID 136180637, compound

HRID 2066087Notes

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-4fdd467bc5bd4d52b89815fbf5055871
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08288528B2

Reaction notes

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