Hydrochloric Acid → 2-(4-(4-(3-(Aminomethyl)-4-(ethylsulfonyl)phenylamino)-4-oxobutyl)phenyl)-2-(4-cyanophenylamino)acetic acid

HRID 735522Notes

Reaction equation

HRID 735522 reaction equation
Cl.C(OC([NH:9][CH2:10][C:11]1[CH:12]=[C:13]([NH:22][C:23](=[O:46])[CH2:24][CH2:25][CH2:26][C:27]2[CH:32]=[CH:31][C:30]([CH:33]([NH:37][C:38]3[CH:43]=[CH:42][C:41]([C:44]#[N:45])=[CH:40][CH:39]=3)[C:34]([OH:36])=[O:35])=[CH:29][CH:28]=2)[CH:14]=[CH:15][C:16]=1[S:17]([CH2:20][CH3:21])(=[O:19])=[O:18])=O)(C)(C)C>C(OCC)(=O)C>[NH2:9][CH2:10][C:11]1[CH:12]=[C:13]([NH:22][C:23](=[O:46])[CH2:24][CH2:25][CH2:26][C:27]2[CH:32]=[CH:31][C:30]([CH:33]([NH:37][C:38]3[CH:39]=[CH:40][C:41]([C:44]#[N:45])=[CH:42][CH:43]=3)[C:34]([OH:36])=[O:35])=[CH:29][CH:28]=2)[CH:14]=[CH:15][C:16]=1[S:17]([CH2:20][CH3:21])(=[O:18])=[O:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68818316HCID 68818316, compound

Product 1

HCID 688177992-(4-(4-(3-(Aminomethyl)-4-(ethylsulfonyl)phenylamino)-4-oxobutyl)phenyl)-2-(4-cyanophenylamino)acetic acidYield 101.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Hydrogen chloride (4N solution in dioxane, 1 mL, 4 mmol) was added to a solution of 15D (78 mg, 0.12 mmol) in ethyl acetate (1 mL). The reaction mixture was stirred at rt overnight and then concentrated to give 15E (65 mg, 100%) as a yellow solid. MS (ESI) m/z 535.0 (M+H)+.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-6c63140e06584b81a86e92e044852ddd
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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