2-Amino-2-methyl-1,3-propanediol → 2-(((4-Chloro-10-(2-hydroxyethoxy)-9-anthracenyl)methyl)amino)-2-methyl-1,3-propanediol methanesulfonate

HRID 2413664Notes

Reaction equation

HRID 2413664 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].ClC1C2C(=CC=CC=2)C(CNC(O)C(C)CO)=C2C=1C=CC=C2.[Cl:29][C:30]1[C:43]2[C:34](=[C:35]([CH:48]=O)[C:36]3[C:41]([C:42]=2[O:44][CH2:45][CH2:46][OH:47])=[CH:40][CH:39]=[CH:38][CH:37]=3)[CH:33]=[CH:32][CH:31]=1.[NH2:50][C:51]([CH3:56])([CH2:54][OH:55])[CH2:52]O>>[CH3:1][S:2]([O:5][CH2:56][C:51]([NH:50][CH2:48][C:35]1[C:36]2[C:41]([C:42]([O:44][CH2:45][CH2:46][OH:47])=[C:43]3[C:34]=1[CH:33]=[CH:32][CH:31]=[C:30]3[Cl:29])=[CH:40][CH:39]=[CH:38][CH:37]=2)([CH3:52])[CH2:54][OH:55])(=[O:4])=[O:3]

Participants

4

Reactant 3

HCID 15312-Amino-2-methyl-1,3-propanediolHCID 143912424-Chloro-10-(2-hydroxyethoxy)-9-antracenecarbaldehydeHCID 86741972((10-Chloro9-anthracenyl)methyl)amino-2-methyl-1,3-propanediol methanesulfonate

Product 1

HCID 212762502-(((4-Chloro-10-(2-hydroxyethoxy)-9-anthracenyl)methyl)amino)-2-methyl-1,3-propanediol methanesulfonate

Procedure

Using the reductive amination procedure outlined in 2B, 4-chloro-10-(2-hydroxyethoxy)-9-anthracenecarbaldehyde (38A) and 2-amino-2-methyl-1,3-propanediol (Aldrich) gave 2-(((4-chloro-10-(2-hydroxyethoxy)-9-anthracenyl)methyl)amino)-2-methyl-1,3-propanediol methanesulfonate. 3/10H2O.1/10i-PrOH mp 156°-158° (dec), (i-PrOH/Et2O), (C, H, Cl, N, S)

Sources & evidence

ORD record
ord-70426e7f59bc4a828c850079b1a1f15d
Source dataset
uspto-grants-1988_01
Patent number
US04719049

Reaction notes

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