Diisopropylethylamine → HCID 118566585, compound

HRID 1056682Notes

Reaction equation

HRID 1056682 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.CCN(C(C)C)C(C)C.Cl.[F:35][CH:36]([F:42])[CH:37]1[CH2:41][CH2:40][NH:39][CH2:38]1>>[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:39]4[CH2:40][CH2:41][CH:37]([CH:36]([F:42])[F:35])[CH2:38]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 717556143-(difluoromethyl)pyrrolidine hydrochlorideHCID 1185559652,6-Dichloro-quinoline-5-carboxylic acid (4,4-difluorocyclohexylmethyl)-amide

Product 1

HCID 118566585HCID 118566585, 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 3-Difluoromethyl-pyrrolidine hydrochloride. 1H NMR (400 MHz, DMSO-d6): δ 8.75 (t, J=5.81 Hz, 1H), 7.75 (dd, J=9.31, Hz, 1H), 7.51-7.58 (m, 2H), 7.01 (d, J=9.01 Hz, 1H), 6.05-6.34 (m, 1H), 3.67-3.76 (m, 2H), 3.51-3.57 (m, 2H), 3.22-3.24 (m, 2H), 2.84-2.93 (m, 1H), 2.13-2.21 (m, 1H), 1.99-2.06 (m, 3H), 1.73-1.86 (m, 5H), 1.23-1.32 (m, 2H). m/z: 458.2 [M+H]+

Sources & evidence

ORD record
ord-6a5f651ae3a7410ba9f9bdb4ffd1c2e1
Source dataset
uspto-grants-2016_07
Patent number
US09399623B2

Reaction notes

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