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

HRID 418677Notes

Reaction equation

HRID 418677 reaction equation
NC1C=CC(OC2C=CN=C3C=C(C(NN(C)C)=O)SC=23)=C(F)C=1.[F:25][C:26]1[CH:48]=[C:47]([N+:49]([O-])=O)[CH:46]=[CH:45][C:27]=1[O:28][C:29]1[CH:34]=[CH:33][N:32]=[C:31]2[CH:35]=[C:36]([C:38]([N:40]([CH3:44])[N:41]([CH3:43])[CH3:42])=[O:39])[S:37][C:30]=12>>[NH2:49][C:47]1[CH:46]=[CH:45][C:27]([O:28][C:29]2[CH:34]=[CH:33][N:32]=[C:31]3[CH:35]=[C:36]([C:38]([N:40]([CH3:44])[N:41]([CH3:42])[CH3:43])=[O:39])[S:37][C:30]=23)=[C:26]([F:25])[CH:48]=1

Participants

3

Reactant 2

HCID 587902227-(4-amino-2-fluorophenoxy)-N',N'-dimethylthieno[3,2-b]pyridine-2-carbohydrazideHCID 587903847-(2-fluoro-4-nitrophenoxy)-N,N',N'-trimethylthieno[3,2-b]pyridine-2-carbohydrazide

Product 1

HCID 587902027-(4-amino-2-fluorophenoxy)-N,N',N'-trimethylthieno[3,2-b]pyridine-2-carbohydrazideYield 33%

Procedure

Following the procedure described above for compound 239 (step 3, example 95, scheme 63) but replacing 238 with compound 243, title compound 244 was obtained in 33% yield. MS (m/z): (M+1) 361.1 (100%).

Sources & evidence

ORD record
ord-cc9856b985c64300be5663a245859088
Source dataset
uspto-grants-2012_01
Patent number
US08093264B2

Reaction notes

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