Tetrahydro-4H-pyran-4-one → HCID 66547316, compound

HRID 403270Notes

Reaction equation

HRID 403270 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:18])=[C:6]([C@:8]2([CH3:17])[C@@H:14]([F:15])[CH2:13][O:12][CH2:11][C:10]([NH2:16])=[N:9]2)[CH:7]=1.[O:19]1[CH2:24][CH2:23][C:22](=O)[CH2:21][CH2:20]1>>[F:15][C@H:14]1[CH2:13][O:12][CH2:11][C:10]([NH2:16])=[N:9][C@@:8]1([C:6]1[CH:7]=[C:2]([NH:1][CH:22]2[CH2:23][CH2:24][O:19][CH2:20][CH2:21]2)[CH:3]=[CH:4][C:5]=1[F:18])[CH3:17]

Participants

3

Reactant 2

HCID 121599Tetrahydro-4H-pyran-4-oneHCID 58562930HCID 58562930, compound

Product 1

HCID 66547316HCID 66547316, compoundYield 38.4%

Procedure

In an analogous manner as described for example 1 the reductive amination of (5R,6R)-5-(5-amino-2-fluoro-phenyl)-6-fluoro-5-methyl-2,5,6,7-tetrahydro-1,4-oxazepin-3-ylamine (intermediate A10B) (20 mg, 78.4 μmol) and dihydro-2H-pyran-4(3H)-one (CAS [29943-42-8]) (8.63 mg, 7.96 μl, 86.2 μmol) yielded the title compound (10.2 mg, 38.4%) as a colorless oil. MS (ISP): m/z=340.2 [M+H]+.

Sources & evidence

ORD record
ord-16610630dad9456a9054c0de64c173b7
Source dataset
uspto-grants-2014_06
Patent number
US08748418B2

Reaction notes

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