HCID 57497168, compound → HCID 60194542, compound

HRID 403271Notes

Reaction equation

HRID 403271 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:19])=[C:6]([C@:8]2([CH3:18])[C:14]([F:16])([F:15])[CH2:13][O:12][CH2:11][C:10]([NH2:17])=[N:9]2)[CH:7]=1.[Cl:20][C:21]1[C:22]([CH:29]=O)=[N:23][N:24]([CH:26]([F:28])[F:27])[CH:25]=1>>[Cl:20][C:21]1[C:22]([CH2:29][NH:1][C:2]2[CH:3]=[CH:4][C:5]([F:19])=[C:6]([C@:8]3([CH3:18])[C:14]([F:15])([F:16])[CH2:13][O:12][CH2:11][C:10]([NH2:17])=[N:9]3)[CH:7]=2)=[N:23][N:24]([CH:26]([F:28])[F:27])[CH:25]=1

Participants

3

Reactant 2

HCID 57497168HCID 57497168, compoundHCID 58562966(R)-5-(5-amino-2-fluorophenyl)-6,6-difluoro-5-methyl-2,5,6,7-tetrahydro-1,4-oxazepin-3-amine

Product 1

HCID 60194542HCID 60194542, compoundYield 11.4%

Procedure

In an analogous manner as described for example 2 the reductive amination of (R)-5-(5-amino-2-fluorophenyl)-6,6-difluoro-5-methyl-2,5,6,7-tetrahydro-1,4-oxazepin-3-amine (intermediate A10A) (27.3 mg, 100 μmol) and 4-chloro-1-difluoromethyl-1H-pyrazole-3-carbaldehyde (19.9 mg, 110 μmol) yielded the title compound (5 mg, 11.4%) as a colorless oil. MS (ISP): m/z=438.2 [M+H]+and 440.1 [(M+2+H)+].

Sources & evidence

ORD record
ord-adce5f2254d347f98578bfe4741f5204
Source dataset
uspto-grants-2014_06
Patent number
US08748418B2

Reaction notes

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