7-Chlorothieno[3,2-B]pyridine-2-carbonitrile → 7-(2-Fluoro-4-nitrophenoxy)thieno[3,2-b]pyridine-2-carbonitrile

HRID 1261245Notes

Reaction equation

HRID 1261245 reaction equation
[F:1][C:2]1[CH:22]=[C:21]([N+:23]([O-:25])=[O:24])[CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]3SC=C[N:18]=3)[S:13][C:6]=12.ClC1C=CN=C2C=C(C#N)SC=12>>[F:1][C:2]1[CH:22]=[C:21]([N+:23]([O-:25])=[O:24])[CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]#[N:18])[S:13][C:6]=12

Participants

3

Reactant 2

HCID 222786367-Chlorothieno[3,2-B]pyridine-2-carbonitrileHCID 594244257-(2-Fluoro-4-nitrophenoxy)-2-(thiazol-2-yl)thieno[3,2-b]pyridine

Product 1

HCID 594244217-(2-Fluoro-4-nitrophenoxy)thieno[3,2-b]pyridine-2-carbonitrile

Procedure

Following the procedure described above for the synthesis of compound 11 (example 12, step 3, scheme 2) but substituting compound 10 for compound 126, title compound 127 was obtained as a yellow solid (114 mg, 60% yield). MS (m/z) 316.0 (M+H).

Sources & evidence

ORD record
ord-8cea1ed287ad4062825bdbdf9a29b788
Source dataset
uspto-grants-2013_06
Patent number
US08470850B2

Reaction notes

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