Ethyl 2-(3-Fluoro-4-(2-(3-methoxy-4-(2-morpholinoethoxy)phenyl)thieno[3,2-b]pyridin-7-yloxy)phenylamino)-2-oxoacetate → Ethyl 2-(3-fluoro-4-(2-(1-ethyl-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy)phenylamino)-2-oxoacetate

HRID 2193714Notes

Reaction equation

HRID 2193714 reaction equation
[CH2:1]([N:3]1[CH:7]=[C:6]([C:8]2[S:16][C:15]3[C:10](=[N:11][CH:12]=[CH:13][C:14]=3[O:17][C:18]3[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][C:19]=3[F:25])[CH:9]=2)[N:5]=[CH:4]1)[CH3:2].FC1C=C(N[C:61](=[O:67])[C:62]([O:64][CH2:65][CH3:66])=[O:63])C=CC=1OC1C=CN=C2C=C(C3C=CC(OCCN4CCOCC4)=C(OC)C=3)SC=12>>[F:25][C:19]1[CH:20]=[C:21]([NH:24][C:61](=[O:67])[C:62]([O:64][CH2:65][CH3:66])=[O:63])[CH:22]=[CH:23][C:18]=1[O:17][C:14]1[CH:13]=[CH:12][N:11]=[C:10]2[CH:9]=[C:8]([C:6]3[N:5]=[CH:4][N:3]([CH2:1][CH3:2])[CH:7]=3)[S:16][C:15]=12

Participants

3

Reactant 2

HCID 58790158Ethyl 2-(3-Fluoro-4-(2-(3-methoxy-4-(2-morpholinoethoxy)phenyl)thieno[3,2-b]pyridin-7-yloxy)phenylamino)-2-oxoacetateHCID 594244554-(2-(1-Ethyl-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamine

Product 1

HCID 58790366Ethyl 2-(3-fluoro-4-(2-(1-ethyl-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy)phenylamino)-2-oxoacetateYield 14%

Procedure

Starting from the amine 15 (scheme 4) and following the same procedure as described for the synthesis of compound 140 (scheme 40), title compound 142 was obtained as white solid in 14% yield. MS (m/z): 455.1 (M+H).

Sources & evidence

ORD record
ord-03d1c3487b9741ce97429cf977af9153
Source dataset
uspto-grants-2012_12
Patent number
US08329726B2

Reaction notes

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