Hydrochloric Acid → HCID 10142602, compound

HRID 2084860Notes

Reaction equation

HRID 2084860 reaction equation
CN1CCNCC1.C(OC1C=CC(S(N(CCC[Cl:33])C(C(C)C)C([O-])=O)(=O)=O)=CC=1)C#CC.[CH2:34]([O:38][C:39]1[CH:44]=[CH:43][C:42]([S:45]([N:48]([CH2:57][CH2:58][CH2:59][N:60]2[CH2:65][CH2:64][N:63]([CH3:66])[CH2:62][CH2:61]2)[CH:49]([CH:54]([CH3:56])[CH3:55])[C:50]([NH:52][OH:53])=[O:51])(=[O:47])=[O:46])=[CH:41][CH:40]=1)[C:35]#[C:36][CH3:37].Cl>>[ClH:33].[CH2:34]([O:38][C:39]1[CH:40]=[CH:41][C:42]([S:45]([N:48]([CH2:57][CH2:58][CH2:59][N:60]2[CH2:61][CH2:62][N:63]([CH3:66])[CH2:64][CH2:65]2)[CH:49]([CH:54]([CH3:56])[CH3:55])[C:50]([NH:52][OH:53])=[O:51])(=[O:47])=[O:46])=[CH:43][CH:44]=1)[C:35]#[C:36][CH3:37]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 531671-MethylpiperazineHCID 10073901HCID 10073901, compoundHCID 22644784HCID 22644784, compound

Product 1

HCID 10142602HCID 10142602, compound

Procedure

According to the procedure of Example 118, using 1-methylpiperazine instead of diethylamine, 2-[{[4-(2-butynyloxy)phenyl]sulfonyl}(3-chloropropyl)-amino]-3-methylbutanoate was converted into 2-{{[4-(2-butynyloxy)phenyl]sulfonyl)-[3-(4-methyl-1-piperazinyl)propyl]amino}-N-hydroxy-3-methylbutanamide, which was converted into the corresponding hydrochloride salt with ethereal HCl solution to provide an off-white solid. Electrospray Mass Spec 481.4 (M+H)+.

Workup

  1. customto provide an off-white solid

Sources & evidence

ORD record
ord-7691f58cd87f478e98dd40a4349c737d
Source dataset
uspto-grants-2004_04
Patent number
US06716833B2

Reaction notes

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