3-Amino-1-propanol → 6-Chloro-2-(3-hydroxy-propylamino)-quinoline-5-carboxylic acid (4,4-difluoro-cyclo hexyl methyl)-amide

HRID 1056671Notes

Reaction equation

HRID 1056671 reaction equation
[F:1][C:2]1([F:24])[CH2:7][CH2:6][CH:5]([CH2:8][NH:9][C:10]([C:12]2[C:13]3[CH:14]=[CH:15][C:16](Cl)=[N:17][C:18]=3[CH:19]=[CH:20][C:21]=2[Cl:22])=[O:11])[CH2:4][CH2:3]1.[NH2:25][CH2:26][CH2:27][CH2:28][OH:29]>>[F:1][C:2]1([F:24])[CH2:7][CH2:6][CH:5]([CH2:8][NH:9][C:10]([C:12]2[C:13]3[CH:14]=[CH:15][C:16]([NH:25][CH2:26][CH2:27][CH2:28][OH:29])=[N:17][C:18]=3[CH:19]=[CH:20][C:21]=2[Cl:22])=[O:11])[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 90863-Amino-1-propanolHCID 1185559652,6-Dichloro-quinoline-5-carboxylic acid (4,4-difluorocyclohexylmethyl)-amide

Product 1

HCID 1185665826-Chloro-2-(3-hydroxy-propylamino)-quinoline-5-carboxylic acid (4,4-difluoro-cyclo hexyl methyl)-amide

Procedure

The title compound was synthesized according to the procedure described in example 1 using 2,6-dichloro-quinoline-5-carboxylic acid (4,4-difluoro-cyclohexylmethyl)-amide, and 3-amino-propan-1-ol. 1H NMR (400 MHz, DMSO-d6): δ 8.70 (t, J=5.81 Hz, 1H), 7.59 (d, J=9.12 Hz, 1H), 7.47-7.50 (m, 2H), 7.24 (t, J=5.41 Hz, 1H), 6.82 (d, J=9.21 Hz, 1H), 4.58-4.60 (m, 1H), 3.46-3.51 (m, 2H), 3.39-3.44 (m, 2H), 3.20-3.23 (m, 2H), 2.00-2.03 (m, 2H), 1.82-1.85 (m, 3H), 1.68-1.76 (m, 4H), 1.22-1.31 (m, 2H). m/z: 412.2 [M+H]+

Sources & evidence

ORD record
ord-59364ae2963b4338a3dcec4826091812
Source dataset
uspto-grants-2016_07
Patent number
US09399623B2

Reaction notes

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