Hydrochloride methanol → HCID 90031180, compound

HRID 531528Notes

Reaction equation

HRID 531528 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:49]=[CH:50][CH:51]=1)[CH2:5][N:6]1[CH:10]=[C:9]([C:11]2[C:19]3[C:14](=[N:15][CH:16]=[C:17]([C:20]4[CH:21]=[C:22]([N:26]5[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH2:27]5)[CH:23]=[CH:24][CH:25]=4)[CH:18]=3)[N:13]([S:39]([C:42]3[CH:48]=[CH:47][C:45]([CH3:46])=[CH:44][CH:43]=3)(=[O:41])=[O:40])[CH:12]=2)[CH:8]=[N:7]1.CO.[ClH:54]>O1CCOCC1>[ClH:54].[F:1][C:2]1[CH:3]=[C:4]([CH:49]=[CH:50][CH:51]=1)[CH2:5][N:6]1[CH:10]=[C:9]([C:11]2[C:19]3[C:14](=[N:15][CH:16]=[C:17]([C:20]4[CH:25]=[CH:24][CH:23]=[C:22]([N:26]5[CH2:27][CH2:28][NH:29][CH2:30][CH2:31]5)[CH:21]=4)[CH:18]=3)[N:13]([S:39]([C:42]3[CH:48]=[CH:47][C:45]([CH3:46])=[CH:44][CH:43]=3)(=[O:40])=[O:41])[CH:12]=2)[CH:8]=[N:7]1

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 90031111HCID 90031111, compound

Product 1

HCID 90031180HCID 90031180, compoundYield 72.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Using similar reaction conditions as described in step-iii of example-33, tert-butyl 4-(3-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate (compound of step-i of example-33) (130 mg, 0.184 mmol) was deprotected using methanol/HCl in dioxane (5/5 mL) to give 86 mg, (72.8%) of the titled compound.

Workup

  1. customreaction conditions

Sources & evidence

ORD record
ord-0eaac2ff2a584e418778e9de7058cc47
Source dataset
uspto-grants-2016_05
Patent number
US09353107B2

Reaction notes

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