Hydrochloric Acid → HCID 73388153, compound

HRID 1056580Notes

Reaction equation

HRID 1056580 reaction equation
C(O[C:6]([N:8](C)[CH2:9][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].[CH3:6][NH:8][CH2:9][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 86711094HCID 86711094, compound

Product 1

HCID 73388153HCID 73388153, compoundYield 111.6%

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)(methyl)amino)acetate (0.33 g, 0.48 mmol) and a saturated solution of HCl in EtOAc (3 mL) was stirred at rt for 3 h. The mixture was filtered to afford the title compound as a white solid (168 mg, 56%). The title compound was characterized by LCMS and 1H NMR as shown below:

Workup

  1. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-f2f26bec961743129a158c061b76bb7a
Source dataset
uspto-grants-2016_07
Patent number
US09399639B2

Reaction notes

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