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

HRID 500806Notes

Reaction equation

HRID 500806 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-dbbd258178b64b4fa32e569af74ad0f1
Source dataset
uspto-grants-2010_08
Patent number
US07772247B2

Reaction notes

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