2-Methylpyrrolidine → HCID 59553407, compound

HRID 1641127Notes

Reaction equation

Cl[C:2]1[CH:3]=[C:4]([CH:27]=[C:28]([CH3:30])[N:29]=1)[C:5]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[CH:10][CH:9]=1)=[O:6].[CH3:31][CH:32]1[CH2:36][CH2:35][CH2:34][NH:33]1>>[CH3:30][C:28]1[CH:27]=[C:4]([CH:3]=[C:2]([N:33]2[CH2:34][CH2:35][CH2:36][CH:32]2[CH3:31])[N:29]=1)[C:5]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[CH:10][CH:9]=1)=[O:6]

Participants

Reactant 2

HCID 130032-Methylpyrrolidine

HCID 59553289HCID 59553289, compound

Product 1

HCID 59553407HCID 59553407, compound

Procedure

Compound is formed by reacting 2-chloro-6-methyl-N-[4-(2-morpholin-4-yl-ethoxy)-naphthalen-1-yl]-isonicotinamide with 2-methylpyrrolidine under conditions described in general procedure A. 1H NMR (300 MHz, DMSO-d6) δ 10.34 (s, 1H), 8.26 (d, 1H), 8.22 (m, 1H), 7.84 (m, 1H), 7.57 (m, 2H), 7.45 (d, 1H), 7.39 (s, 1H), 7.13 (d, 1H), 7.05 (d, 1H), 4.41 (d, 2H), 4.31 (t, 2H), 3.60 (m, 4H), 2.88 (m, 4H), 2.58 (m, 4H), 1.7 (m, 4H), 1.11 (m 1H), 0.95 (d, 3H). MS: 475.2 (M+1).

Workup

customCompound is formed

Sources & evidence

ORD record: ord-e61da25d971544b7bef009e37b99b775
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08114873B2

Reaction notes

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