Ammonia → HCID 67152226, compound

HRID 599220Notes

Reaction equation

HRID 599220 reaction equation
[ClH:1].[N:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C@H:5]3[NH2:12])[CH2:3]1)[CH2:9]2.[N+:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1[O:26][C:25]([C:27](O)=[O:28])=[CH:24][CH:23]=1)([O-:15])=[O:14].N>>[ClH:1].[N:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C@H:5]3[NH:12][C:27]([C:25]3[O:26][C:22]([C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=4[N+:13]([O-:15])=[O:14])=[CH:23][CH:24]=3)=[O:28])[CH2:3]1)[CH2:9]2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 73602729048-34-8HCID 671521221-Azatricyclo[3.3.1.1,3,7]decan-4-amine hydrochloride

Product 1

HCID 67152226HCID 67152226, compound

Procedure

Prepared from (4r)-1-azatricyclo[3.3.1.13,7]dec-4-ylamine hydrochloride and 5-(2-nitrophenyl)-2-furoic acid (Aldrich) according to methods A and C; yield 87 mg, 0.21 mmol (58%): 1H NMR (300 MHz, methanol-d4) δ 2.05-2.28 (m, 5H), 2.45 (s, 2H), 3.50 (s, 1H), 3.52-3.60 (m, 3H), 3.77 (d, J=13 Hz, 2H), 4.26 (s, 1H), 6.91 (d, J=4 Hz, 1H), 7.29 (d, J=3 Hz, 1H), 7.62 (dt, J=8, 2 Hz, 1H), 7.74 (dt, J=8, 1 Hz, 1H), 7.85 (dd, J=8, 1 Hz, 1H), 7.94 (dd, J=8, 1 Hz, 1H); MS (DCI/NH3) m/z 368 (M+H)+; Anal. C20H21N3O4.HCl.0.7H2O: C, H, N.

Sources & evidence

ORD record
ord-a24667b54ad04706b367eb730a534dc1
Source dataset
uspto-grants-2011_03
Patent number
US07897766B2

Reaction notes

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