Ammonia → 5-(2-Methylthiazol-4-yl)thiophene-2-carboxylic acid (4r)-(1-azatricyclo[3.3.1.13,7]dec-4-yl)-amide hydrochloride

HRID 599251Notes

Reaction equation

HRID 599251 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.[CH3:13][C:14]1[S:15][CH:16]=[C:17]([C:19]2[S:23][C:22]([C:24](O)=[O:25])=[CH:21][CH:20]=2)[N:18]=1.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:24]([C:22]3[S:23][C:19]([C:17]4[N:18]=[C:14]([CH3:13])[S:15][CH:16]=4)=[CH:20][CH:21]=3)=[O:25])[CH2:3]1)[CH2:9]2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 6144675-(2-Methyl-1,3-thiazol-4-yl)thiophene-2-carboxylic acidHCID 671521221-Azatricyclo[3.3.1.1,3,7]decan-4-amine hydrochloride

Product 1

HCID 671521635-(2-Methylthiazol-4-yl)thiophene-2-carboxylic acid (4r)-(1-azatricyclo[3.3.1.13,7]dec-4-yl)-amide hydrochloride

Procedure

Prepared from (4r)-1-azatricyclo[3.3.1.13,7]dec-4-ylamine hydrochloride and 5-(2-methylthiazol-4-yl)thiophene-2-carboxylic acid according to methods A and C. 1H NMR (300 MHz, methanol-d4) δ ppm 2.08-2.34 (m, 5H), 2.51 (s, 2H), 2.74 (s, 3H), 3.42-3.64 (m, 4H), 3.88 (d, J=12.5 Hz, 2H), 4.33 (s, 1H), 7.49 (d, J=4.1 Hz, 1H), 7.68 (s, 1H), 7.79 (d, J=4.1 Hz, 1H). MS (DCI/NH3) m/z 360.

Sources & evidence

ORD record
ord-b5aa1e46b557412a979b27257c70ef9c
Source dataset
uspto-grants-2011_03
Patent number
US07897766B2

Reaction notes

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