Diisopropylethylamine → HCID 118566592, compound

HRID 1056700Notes

Reaction equation

HRID 1056700 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.CC[N:27]([CH:31]([CH3:33])C)[CH:28]([CH3:30])C.N1CC[CH:36]([C@@H:39]([OH:41])C)C1>>[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]([N:27]4[CH2:28][CH2:30][C@@H:33]([CH2:36][CH2:39][OH:41])[CH2:31]4)=[N:17][C:18]=3[CH:19]=[CH:20][C:21]=2[Cl:22])=[O:11])[CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 1185559652,6-Dichloro-quinoline-5-carboxylic acid (4,4-difluorocyclohexylmethyl)-amideHCID 118556122HCID 118556122, compound

Product 1

HCID 118566592HCID 118566592, compound

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, DIPEA and (S)-pyrrolidin-3-ylethanol. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.71 (m, 1H), 7.75 (1H), 7.48 (2H), 6.96 (1H), 4.52 (1H), 3.79 (m, 1H), 3.66 (m, 1H), 3.49 (m, 2H), 3.34 (m, 1H), 3.23 (m, 2H), 3.09 (m, 1H), 2.44 (m, 1H), 2.12 (m, 1H), 2.06 (m, 2H), 1.85 (m, 2H), 1.77 (m, 2H), 1.60 (m, 4H), 1.27-1.30 (m, 2H). m/z: 452 [M+H]

Sources & evidence

ORD record
ord-fe013b6869934f0fa343758be6b2bc37
Source dataset
uspto-grants-2016_07
Patent number
US09399623B2

Reaction notes

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