Triethylamine → 1-[(5-Amino-1,3,4-thiadiazol-2-yl)amino]-3-[3-(1-piperidinylmethyl)phenoxy]-2-propanol

HRID 4637

Reaction equation

HRID 4637 reaction equation
Br[C:2]1[S:6][C:5]([NH2:7])=[N:4][N:3]=1.C(N(CC)CC)C.[NH2:15][CH2:16][CH:17]([OH:33])[CH2:18][O:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH2:26][N:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)[CH:21]=1>C1COCC1>[NH2:7][C:5]1[S:6][C:2]([NH:15][CH2:16][CH:17]([OH:33])[CH2:18][O:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([CH2:26][N:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)[CH:21]=2)=[N:3][N:4]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 36508832-Amino-5-bromo-1,3,4-thiadiazoleHCID 131898251-Amino-3-{3-[(piperidin-1-yl)methyl]phenoxy}propan-2-ol

Product 1

HCID 136573661-[(5-Amino-1,3,4-thiadiazol-2-yl)amino]-3-[3-(1-piperidinylmethyl)phenoxy]-2-propanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.54 g (3 mmol) of 5-bromo-1,3,4-thiadiazole-2-amine and 0.45 ml of triethylamine are added to 0.8 g (3 mmol) of 1-amino-3-[3-(1-piperidinylmethyl)phenoxy]-2-propanol in 20 ml of THF and the mixture is reacted in a manner analogous to Example 51. The oil obtained is purified by column chromatography (silica gel; ammoniacal. Methanolchloroform solution (5+95)).

Workup

  1. customthe mixture is reacted in a manner analogous to Example 51
  2. customThe oil obtained
  3. customis purified by column chromatography (silica gel; ammoniacal. Methanolchloroform solution (5+95))

Sources & evidence

ORD record
ord-6a7ed01635ed4c138cea3a4b01da5ca5
Source dataset
uspto-grants-1988_02
Patent number
US04727081

Linked notes

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