[3-(Aminomethyl)oxetan-3-yl]methanamine → Methyl 4-({[3-(aminomethyl)oxetan-3-yl]methyl}amino)-2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)quinoline-6-carboxylate

HRID 540285Notes

Reaction equation

HRID 540285 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([O:14][CH3:15])=[O:13])[CH:10]=2)[N:5]=[C:4]([N:16]2[CH2:22][C:21]3[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=3[S:19](=[O:28])(=[O:27])[CH2:18][CH2:17]2)[CH:3]=1.[O:29]1[CH2:32][C:31]([CH2:35][NH2:36])([CH2:33][NH2:34])[CH2:30]1>>[NH2:34][CH2:33][C:31]1([CH2:35][NH:36][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([C:12]([O:14][CH3:15])=[O:13])[CH:10]=3)[N:5]=[C:4]([N:16]3[CH2:22][C:21]4[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=4[S:19](=[O:28])(=[O:27])[CH2:18][CH2:17]3)[CH:3]=2)[CH2:32][O:29][CH2:30]1

Participants

3

Reactant 2

HCID 10953471[3-(Aminomethyl)oxetan-3-yl]methanamineHCID 71255132methyl 4-chloro-2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)quinoline-6-carboxylate

Product 1

HCID 71255152Methyl 4-({[3-(aminomethyl)oxetan-3-yl]methyl}amino)-2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)quinoline-6-carboxylate

Procedure

The title compound was prepared in analogy to Example 6-1 in Scheme 52 by using methyl 4-chloro-2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)quinoline-6-carboxylate and oxetane-3,3-diyldimethanamine. MS obsd. (ESI+) [(M+H)+] 497, 1H NMR (400 MHz, DMSO-d6) δ ppm 8.57 (d, 1 H), 7.95 (d, 1 H), 7.85 (m, 2 H), 7.71 (t, 1 H), 7.61 (m, 1 H), 7.46-7.38 (m, 2 H), 6.18 (s, 1 H), 5.07 (s, 2 H), 4.32 (m, 6 H), 3.80 (s, 3 H), 3.55 (m, 4 H), 2.95 (s, 2 H).

Sources & evidence

ORD record
ord-bc4d9642831940fbb653d4f273bd984a
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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