N-(3-Fluoro-4-(2-(4-(methylsulfonyl)phenyl)thieno[3,2-b]pyridin-7-yloxy)phenylcarbamothioyl)-2-phenylacetamide → HCID 11697436, compound

HRID 1261288Notes

Reaction equation

S1C2C(=NC=CC=2OC2C=CC(N)=CC=2)C=C1.F[C:19]1[CH:20]=[C:21]([NH:45][C:46]([NH:48][C:49](=[O:57])[CH2:50][C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)=[S:47])[CH:22]=[CH:23][C:24]=1[O:25][C:26]1[CH:31]=[CH:30][N:29]=[C:28]2[CH:32]=[C:33](C3C=CC(S(C)(=O)=O)=CC=3)[S:34][C:27]=12>>[C:51]1([CH2:50][C:49]([NH:48][C:46](=[S:47])[NH:45][C:21]2[CH:20]=[CH:19][C:24]([O:25][C:26]3[CH:31]=[CH:30][N:29]=[C:28]4[CH:32]=[CH:33][S:34][C:27]=34)=[CH:23][CH:22]=2)=[O:57])[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1

Participants

Reactant 2

HCID 58772875N-(3-Fluoro-4-(2-(4-(methylsulfonyl)phenyl)thieno[3,2-b]pyridin-7-yloxy)phenylcarbamothioyl)-2-phenylacetamide

HCID 59424529HCID 59424529, compound

Product 1

HCID 11697436HCID 11697436, compoundYield 34%

Procedure

Staring from the amine 213, following the procedure described above for the synthesis of compound 50 (scheme 10, example 55), title compound 170c was obtained in 34% yield. 1H NMR (400 MHz, DMSO-d6 pp 12.35 (1H, s), 11.69 (1H, s), 8.47 (1H, d, J=5.28 Hz), 8.10 (1H, d, J=5.28 Hz), 7.70 (1H, s), 7.68 (1H, s), 7.54 (1H, d, J=5.28 Hz), 7.30-7.22 (7H, m), 6.61 (1H, d, J=5.28 Hz), 3.78 (2H, s). MS (m/z) 420.0 (M+H).

Sources & evidence

ORD record: ord-43d9106fe4424f59be37fbd75cd51c7c
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08470850B2

Reaction notes

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