HCID 90031293, compound → HCID 118524115, compound

HRID 531872Notes

Reaction equation

HRID 531872 reaction equation
[F:1][C:2]1[C:3]([N:40]2[CH2:45][CH2:44][N:43](C(OC(C)(C)C)=O)[CH2:42][CH2:41]2)=[N:4][CH:5]=[C:6]([C:8]2[CH:9]=[C:10]3[C:16]([C:17]4[CH:18]=[N:19][N:20]([CH2:22][C:23]5[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=5)[CH:21]=4)=[CH:15][N:14]([S:30]([C:33]4[CH:39]=[CH:38][C:36]([CH3:37])=[CH:35][CH:34]=4)(=[O:32])=[O:31])[C:11]3=[N:12][CH:13]=2)[CH:7]=1.FC1C=C(C2C=C3C(C4C=NN(CC5C=CC=C(F)C=5)C=4)=CNC3=NC=2)C=NC=1N1CCNCC1>CO.Cl.O1CCOCC1>[F:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:9]=[C:10]3[C:16]([C:17]4[CH:18]=[N:19][N:20]([CH2:22][C:23]5[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=5)[CH:21]=4)=[CH:15][N:14]([S:30]([C:33]4[CH:39]=[CH:38][C:36]([CH3:37])=[CH:35][CH:34]=4)(=[O:31])=[O:32])[C:11]3=[N:12][CH:13]=2)[CH:5]=[N:4][C:3]=1[N:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1

Participants

5

Reactant 2

HCID 90031293HCID 90031293, compoundHCID 90034034HCID 90034034, compound

Product 1

HCID 118524115HCID 118524115, compoundYield 72.1%

Reagents, catalysts & solvents 2

HCID 312751,4-DioxaneSolventHCID 21893726Hydrochloride methanolSolvent

Procedure

Using similar reaction conditions as described in step-ii of example-7, tert-butyl 4-(3-fluoro-5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazine-1-carboxylate (step 1 product of example 173) (550 mg, 0.758 mmol) was deprotected in methanol/HCl in dioxane (5/5 ml) to afford 342 mg (72% yield) of the titled compound. MS: m/z=626.5 (M+1).

Workup

  1. customreaction conditions

Sources & evidence

ORD record
ord-d3b6ff1e145349578e9081232c0ff914
Source dataset
uspto-grants-2016_05
Patent number
US09353107B2

Reaction notes

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