7-(2-fluoro-4-nitrophenoxy)-N',N'-dimethylthieno[3,2-b]pyridine-2-carbohydrazide → 7-(2-fluoro-4-nitrophenoxy)-N,N',N'-trimethylthieno[3,2-b]pyridine-2-carbohydrazide

HRID 418676Notes

Reaction equation

HRID 418676 reaction equation
[F:1][C:2]1[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]([NH:16][N:17]([CH3:19])[CH3:18])=[O:15])[S:13][C:6]=12.Cl[C:28]1C=CN=C2C=C(C(N(C)N(C)C)=O)SC=12>>[F:1][C:2]1[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]([N:16]([CH3:28])[N:17]([CH3:19])[CH3:18])=[O:15])[S:13][C:6]=12

Participants

3

Reactant 2

HCID 587900077-(2-fluoro-4-nitrophenoxy)-N',N'-dimethylthieno[3,2-b]pyridine-2-carbohydrazideHCID 587903087-chloro-N,N',N'-trimethylthieno[3,2-b]pyridine-2-carbohydrazide

Product 1

HCID 587903847-(2-fluoro-4-nitrophenoxy)-N,N',N'-trimethylthieno[3,2-b]pyridine-2-carbohydrazideYield 66%

Procedure

Following the procedure described above for compound 238 (step 2, example 95, scheme 63) but replacing chloride 237 with compound 242, title compound 243 was obtained in 66% yield. MS (m/z): (M+1) 391.1 (100%).

Sources & evidence

ORD record
ord-7ab1299fb4964515a956556c89650570
Source dataset
uspto-grants-2012_01
Patent number
US08093264B2

Reaction notes

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