Ammonium Chloride → 5-(7-(4-Amino-2-fluorophenoxy)thieno[3,2-b]pyridin-2-yl)-1-(2-morpholinoethyl)pyrimidin-2(1H)-one

HRID 2193798Notes

Reaction equation

[F:1][C:2]1[CH:32]=[C:31]([N+:33]([O-])=O)[CH:30]=[CH:29][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]3[CH:15]=[N:16][C:17](=[O:28])[N:18]([CH2:20][CH2:21][N:22]4[CH2:27][CH2:26][O:25][CH2:24][CH2:23]4)[CH:19]=3)[S:13][C:6]=12.[NH4+].[Cl-]>C(O)C.O.[Fe]>[NH2:33][C:31]1[CH:30]=[CH:29][C:3]([O:4][C:5]2[CH:10]=[CH:9][N:8]=[C:7]3[CH:11]=[C:12]([C:14]4[CH:15]=[N:16][C:17](=[O:28])[N:18]([CH2:20][CH2:21][N:22]5[CH2:23][CH2:24][O:25][CH2:26][CH2:27]5)[CH:19]=4)[S:13][C:6]=23)=[C:2]([F:1])[CH:32]=1

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution the compound 415 (81 mg, 0.16 mmol) in ethanol (1 mL) and water (0.5 mL) was added NH4Cl (9 mg, 0.16 mmol) and iron powder (73 mg, 1.30 mmol). The mixture was stirred at 80° C. for 45 min, filtered through celite, and the solvent was evaporated to give title compound (416). MS (m/z): 468.1 (M+H).

Workup

filtrationfiltered through celite
customthe solvent was evaporated

Sources & evidence

ORD record: ord-15c78368a810442bb4186673f1d99f30
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08329726B2

Reaction notes

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