4-(2-(4-(7-(4-Nitrophenoxy)thieno[3,2-b]pyridin-2-yl)phenoxy)ethyl)morpholine → 4-(2-(4-(2-Morpholinoethoxy)phenyl)thieno[3,2-b]pyridin-7-yloxy)benzenamine

HRID 500846Notes

Reaction equation

HRID 500846 reaction equation
[N+:1]([C:4]1[CH:34]=[CH:33][C:7]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]3[CH:15]=[C:16]([C:18]4[CH:32]=[CH:31][C:21]([O:22][CH2:23][CH2:24][N:25]5[CH2:30][CH2:29][O:28][CH2:27][CH2:26]5)=[CH:20][CH:19]=4)[S:17][C:10]=23)=[CH:6][CH:5]=1)([O-])=O.CN1C2N=CN=C(OC3C=CC(NC(NC(=O)CC4C=CC=CC=4)=S)=CC=3F)C=2C=C1>>[O:28]1[CH2:29][CH2:30][N:25]([CH2:24][CH2:23][O:22][C:21]2[CH:31]=[CH:32][C:18]([C:16]3[S:17][C:10]4[C:11](=[N:12][CH:13]=[CH:14][C:9]=4[O:8][C:7]4[CH:6]=[CH:5][C:4]([NH2:1])=[CH:34][CH:33]=4)[CH:15]=3)=[CH:19][CH:20]=2)[CH2:26][CH2:27]1

Participants

3

Reactant 2

HCID 594244644-(2-(4-(7-(4-Nitrophenoxy)thieno[3,2-b]pyridin-2-yl)phenoxy)ethyl)morpholineHCID 866041871-(4-(7-Methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)-3-fluorophenyl)-3-(2-phenylacetyl)thiourea

Product 1

HCID 594244154-(2-(4-(2-Morpholinoethoxy)phenyl)thieno[3,2-b]pyridin-7-yloxy)benzenamineYield 69%

Procedure

Starting from the compound 201 and following the procedure described above for the compound 162 (scheme 31), title compound 202 was obtained in 69% yield. LRMS (M+1) 448.2 (100%).

Sources & evidence

ORD record
ord-e704c6dfd98f47a98a484c2a1d8ce4b1
Source dataset
uspto-grants-2010_08
Patent number
US07772247B2

Reaction notes

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