Diisopropylethylamine → HCID 131736435, compound

HRID 1056731Notes

Reaction equation

HRID 1056731 reaction equation
[OH:1][C@:2]1([CH2:9][NH:10][C:11]([C:13]2[C:14]3[CH:15]=[CH:16][C:17](Cl)=[N:18][C:19]=3[CH:20]=[CH:21][C:22]=2[Cl:23])=[O:12])[CH2:7][CH2:6][CH2:5][C@@H:4]([CH3:8])[CH2:3]1.CC[N:27]([CH:31]([CH3:33])[CH3:32])[CH:28]([CH3:30])C.[OH:34]CC1CCNC1>>[OH:1][C@:2]1([CH2:9][NH:10][C:11]([C:13]2[C:14]3[CH:15]=[CH:16][C:17]([N:27]4[CH2:28][CH2:30][CH:33]([OH:34])[CH:31]4[CH3:32])=[N:18][C:19]=3[CH:20]=[CH:21][C:22]=2[Cl:23])=[O:12])[CH2:7][CH2:6][CH2:5][C@@H:4]([CH3:8])[CH2:3]1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 13400657(Pyrrolidin-3-yl)methanolHCID 1185666992,6-dichloro-quinoline-5-carboxylic acid ((1R,3R)-1-hydroxy-3-methyl-cyclohexylmethyl)-amide

Product 1

HCID 131736435HCID 131736435, compound

Procedure

The title compound was synthesized according to the procedure described in example 1 using 2,6-dichloro-quinoline-5-carboxylic acid ((1R,3R)-1-hydroxy-3methyl-cyclohexylmethyl)-amide, DIPEA and 3-(1-hydroxy-methyl)-pyrrolidine. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.75 (1H), 7.85 (m, 1H), 7.58 (2H), 7.05 (1H), 4.47 (s, 1H), 4.14 (s, 1H), 3.65 (m, 2H), 3.45 (m, 3H), 3.28 (m, 2H), 2.44 (m, 2H), 2.06 (m, 2H), 1.85 (m, 2H), 1.74-1.76 (m, 5H), 1.15 (m, 1H), 1.03 (m, 1H), 0.83 (d, 3H), 0.74 (m, 1H). m/z: 432 [M+H]

Sources & evidence

ORD record
ord-dcc97d293b024dc18fb463459117e20d
Source dataset
uspto-grants-2016_07
Patent number
US09399623B2

Reaction notes

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