Potassium Hydroxide → HCID 73388151, compound

HRID 1056578Notes

Reaction equation

HRID 1056578 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]([C:19]4[C:20]([F:33])=[C:21]([NH:26][S:27]([CH2:30][CH2:31][CH3:32])(=[O:29])=[O:28])[CH:22]=[CH:23][C:24]=4[F:25])=[O:18])=[CH:15][NH:14][C:11]3=[N:12][CH:13]=2)=[CH:4][CH:3]=1.[OH-].[K+].C(OC([NH:43][CH2:44][C:45]([O:47][CH2:48]Cl)=[O:46])=O)(C)(C)C>CN(C=O)C>[ClH:1].[NH2:43][CH2:44][C:45]([O:47][CH2:48][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:18])[C:19]2[C:24]([F:25])=[CH:23][CH:22]=[C:21]([NH:26][S:27]([CH2:30][CH2:31][CH3:32])(=[O:28])=[O:29])[C:20]=2[F:33])=[CH:15]1)=[O:46]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 1296871834573-36-9HCID 42611257Vemurafenib

Product 1

HCID 73388151HCID 73388151, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

The title compound was prepared according to the procedure as described in Example 14 Step 2 using N-(3-(5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide (0.1 g, 0.2 mmol) in DMF (0.9 mL), KOH (23 mg, 0.4 mmol), a solution of chloromethyl 2-((tert-butoxycarbonyl)amino)acetate (46 mg, 0.2 mmol) in DMF (100 mL). The title compound was purified by a silica gel column chromatography (PE/EtOAc (v/v)=4/1 to 3/1) and was obtained as a white solid (46 mg, 33.3%). The title compound was characterized by

Workup

  1. customThe title compound was purified by a silica gel column chromatography (PE/EtOAc (v/v)=4/1 to 3/1)

Sources & evidence

ORD record
ord-bea5f9085e3b4cbd99c8fa2f36e6f382
Source dataset
uspto-grants-2016_07
Patent number
US09399639B2

Reaction notes

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