2-Propanethiol → 4-Isopropylsulfanyl-6-iodo-quinoline-3-carbonitrile

HRID 1297663Notes

Reaction equation

Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([I:12])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:13]#[N:14].CCN(C(C)C)C(C)C.[CH3:24][CH:25]([SH:27])[CH3:26]>>[CH:25]([S:27][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([I:12])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:13]#[N:14])([CH3:26])[CH3:24]

Participants

Reactant 3

HCID 63642-Propanethiol

HCID 81531Diisopropylethylamine

HCID 224667694-Chloro-6-iodoquinoline-3-carbonitrile

Product 1

HCID 585858284-Isopropylsulfanyl-6-iodo-quinoline-3-carbonitrile

Procedure

Similar procedure as described in example 39a was used, starting from 4-chloro-6-iodo-quinoline-3-carbonitrile (example 14c), DIEA and 2-propanethiol to give 4-isopropylsulfanyl-6-iodo-quinoline-3-carbonitrile. LC-MS m/e 355 (MH+).

Sources & evidence

ORD record: ord-52c844d576304abf8d1f918f26da0874
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07250515B2

Reaction notes

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