tert-Butyldimethylsilyl chloride → 1H-Pyrrolo[2,3-B]pyridine, 1-[(1,1-dimethylethyl)dimethylsilyl]-3-iodo-

HRID 1754656Notes

Reaction equation

[I:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[NH:4][CH:3]=1.C([Si](Cl)(C(C)C)C(C)C)(C)C.[C:22]([Si:26](Cl)([CH3:28])[CH3:27])([CH3:25])([CH3:24])[CH3:23]>>[C:22]([Si:26]([CH3:28])([CH3:27])[N:4]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:10]2[C:2]([I:1])=[CH:3]1)([CH3:25])([CH3:24])[CH3:23]

Participants

Reactant 3

HCID 28928tert-Butyldimethylsilyl chloride

HCID 139400Triisopropylsilyl chloride

HCID 53770783-Iodo-7-azaindole

Product 1

HCID 497589601H-Pyrrolo[2,3-B]pyridine, 1-[(1,1-dimethylethyl)dimethylsilyl]-3-iodo-

Procedure

was prepared following the protocol of Scheme 20 Step 2, substituting 1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde 46 with 3-iodo-1H-pyrrolo[2,3-b]pyridine and triisopropylsilyl chloride with tert-Butyl-dimethyl-silyl chloride.

Workup

customwas prepared

Sources & evidence

ORD record: ord-d116cef1106847df98671f62f07e9639
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09169250B2

Reaction notes

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