Hydrochloric Acid → HCID 86711096, compound

HRID 1056585Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]3[C:16]([C:17](=[O:33])[C:18]4[C:23]([F:24])=[CH:22][CH:21]=[C:20]([NH:25][S:26]([CH2:29][CH2:30][CH3:31])(=[O:28])=[O:27])[C:19]=4[F:32])=[CH:15][N:14]([CH2:34][O:35][C:36](=[O:50])[CH:37]([NH:42]C(OC(C)(C)C)=O)[CH2:38][CH:39]([CH3:41])[CH3:40])[C:11]3=[N:12][CH:13]=2)=[CH:4][CH:3]=1.Cl>CCOC(C)=O>[ClH:1].[NH2:42][C@@H:37]([CH2:38][CH:39]([CH3:40])[CH3:41])[C:36]([O:35][CH2:34][N:14]1[C:11]2=[N:12][CH:13]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[CH:9]=[C:10]2[C:16]([C:17](=[O:33])[C:18]2[C:23]([F:24])=[CH:22][CH:21]=[C:20]([NH:25][S:26]([CH2:29][CH2:30][CH3:31])(=[O:27])=[O:28])[C:19]=2[F:32])=[CH:15]1)=[O:50]

Participants

Conditions

Temperature: 0 °C

Procedure

A solution of (5-(4-chlorophenyl)-3-(2,6-difluoro-3-(propylsulfonamido)benzoyl)-1H-pyrrolo[2,3-b]pyridin-1-yl)methyl2-((tert-butoxycarbonyl)amino)-4-methylpentanoate (284 mg, 0.39 mmol) was added in a saturated solution of HCl in EtOAc (3 mL). The reaction mixture was stirred at 0° C. for 10 h. The resulting mixture was concentrated in vacuo, and washed with PE/EtOAc (1/1) to afford the title compound as a white solid (204 mg, 78.7%).

Workup

concentrationThe resulting mixture was concentrated in vacuo
washwashed with PE/EtOAc (1/1)

Sources & evidence

ORD record: ord-334970ce551241a183e3f45c13d06878
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09399639B2

Reaction notes

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