Ammonium Chloride → 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-2-methyl-propionamide

HRID 217306Notes

Reaction equation

HRID 217306 reaction equation
[NH2:1]C1N=C(C2C(Cl)=CC3COCC4C=3C=2C=CC=4)N=C(SCCC(O)=O)N=1.[Cl-].[NH4+].[NH2:30][C:31]1[N:36]=[C:35]([C:37]2[C:38]([Cl:50])=[CH:39][C:40]3[CH2:41][O:42][CH2:43][C:44]4[C:49]=3[C:48]=2[CH:47]=[CH:46][CH:45]=4)[N:34]=[C:33]([S:51][CH2:52][CH:53]([CH3:57])[C:54]([OH:56])=O)[N:32]=1>>[NH2:30][C:31]1[N:36]=[C:35]([C:37]2[C:38]([Cl:50])=[CH:39][C:40]3[CH2:41][O:42][CH2:43][C:44]4[C:49]=3[C:48]=2[CH:47]=[CH:46][CH:45]=4)[N:34]=[C:33]([S:51][CH2:52][CH:53]([CH3:57])[C:54]([NH2:1])=[O:56])[N:32]=1

Participants

4

Reactant 3

HCID 25517Ammonium ChlorideHCID 578986383-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propionic acidHCID 578987343-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-2-methyl-propionic acid

Product 1

HCID 578987793-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-2-methyl-propionamideYield 65%

Procedure

Proceeding in the same manner as in Step 2 of Example 205 and replacing N-methylamine hydrochloride and 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-propionic acid by ammonium chloride (963 mg, 18 mmol) and 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-2-methyl-propionic acid (1.5 g, 3.6 mmol) respectively, there was obtained 3-[4-amino-6-(5-chloro-1H,3H-benzo[de]isochromen-6-yl)-[1,3,5]triazin-2-ylsulfanyl]-2-methyl-propionamide (978 mg, 65%) as a white solid.

Sources & evidence

ORD record
ord-f13f0121ac5749f4b0a056f4bb902d32
Source dataset
uspto-grants-2012_06
Patent number
US08193351B2

Reaction notes

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