4-(2-Morpholinoethoxy)naphthalen-1-amine → HCID 59553167, compound

HRID 1171368Notes

Reaction equation

HRID 1171368 reaction equation
[N:1]1([CH2:7][CH2:8][O:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]([NH2:20])=[CH:12][CH:11]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[F:21][C:22]1[CH:23]=[C:24]([CH:28]=[C:29]([N:31]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]2)[CH:30]=1)[C:25](O)=[O:26]>>[N:31]1([C:29]2[CH:28]=[C:24]([CH:23]=[C:22]([F:21])[CH:30]=2)[C:25]([NH:20][C:13]2[C:14]3[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:10]([O:9][CH2:8][CH2:7][N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)=[CH:11][CH:12]=2)=[O:26])[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1

Participants

3

Reactant 2

HCID 110439124-(2-Morpholinoethoxy)naphthalen-1-amineHCID 66738099HCID 66738099, compound

Product 1

HCID 59553167HCID 59553167, compound

Procedure

Compound is prepared from [4-(2-morpholin-4-ylethoxy)-1-naphthyl]amine (0.11 g, 0.40 mmol) and 3-fluoro-5-azepan-1-ylbenzoic acid (0.40 mmol) according to conditions described in general procedures E and F. A pink solid is produced (78 mg). Mp: 142-144° C.; 1H NMR (300 MHz, DMSO-d6) δ 1.48 (bs, 4H), 1.74 (bs, 4H), 3.33 (bs, 2H), 3.51 (t, J=5.7 Hz, 4H), 3.53-3.76 (m, 6H), 4.01 (bs, 2H), 4.56 (t, J=4.2 Hz, 2H), 6.67 (d, J=13.2 Hz, 1H), 6.99-7.01 (m, 1H), 7.07 (d, J=8.1Hz, 1H), 7.17 (s, 1H), 7.46 (d, J=8.1Hz, 1H), 7.56-7.61 (m, 2H), 7.85-7.88 (m, 1H), 8.30-8.33 (m, 1H), 10.22 (s, 1H); MS 492 (M+1).

Workup

  1. customA pink solid is produced (78 mg)

Sources & evidence

ORD record
ord-a6c3ac531b174961a3959f0515f3010a
Source dataset
uspto-grants-2010_11
Patent number
US07829560B2

Reaction notes

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