Hydrochloric Acid → HCID 73388155, compound

HRID 1056583Notes

Reaction equation

HRID 1056583 reaction equation
C(OC([NH:8][C:9]([CH3:48])([CH3:47])[C:10]([O:12][CH2:13][N:14]1[C:18]2=[N:19][CH:20]=[C:21]([C:23]3[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=3)[CH:22]=[C:17]2[C:16]([C:30](=[O:46])[C:31]2[C:36]([F:37])=[CH:35][CH:34]=[C:33]([NH:38][S:39]([CH2:42][CH2:43][CH3:44])(=[O:41])=[O:40])[C:32]=2[F:45])=[CH:15]1)=[O:11])=O)(C)(C)C.Cl>CCOC(C)=O>[ClH:29].[NH2:8][C:9]([CH3:47])([CH3:48])[C:10]([O:12][CH2:13][N:14]1[C:18]2=[N:19][CH:20]=[C:21]([C:23]3[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=3)[CH:22]=[C:17]2[C:16]([C:30](=[O:46])[C:31]2[C:36]([F:37])=[CH:35][CH:34]=[C:33]([NH:38][S:39]([CH2:42][CH2:43][CH3:44])(=[O:40])=[O:41])[C:32]=2[F:45])=[CH:15]1)=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86711095HCID 86711095, compound

Product 1

HCID 73388155HCID 73388155, compoundYield 145.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (5-(4-chlorophenyl)-3-(2,6-difluoro-3-(propylsulfonamido)benzoyl)-1H-pyrrolo[2,3-b]pyridin-1-yl)methyl 2-((tert-butoxycarbonyl)amino)-2-methylpropanoate (339 mg, 0.48 mmol) and a saturated solution of HCl in EtOAc (3 mL) was stirred at rt for 5 h. The resulting mixture was filtered to afford the title compound as a white solid (224 mg, 72.6%). The title compound was characterized by LC-MS and 1H NMR as shown below:

Workup

  1. filtrationThe resulting mixture was filtered

Sources & evidence

ORD record
ord-4bda35134f014443b3e607bdb1338a70
Source dataset
uspto-grants-2016_07
Patent number
US09399639B2

Reaction notes

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