1,3-Dioxolane-4-methanamine, 2,2-dimethyl- → HCID 71262227, compound

HRID 540145Notes

Reaction equation

HRID 540145 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:12])[CH:10]=2)[N:5]=[C:4]([N:13]2[CH:19]([CH3:20])[C:18]3[CH:21]=[CH:22][CH:23]=[CH:24][C:17]=3[S:16](=[O:26])(=[O:25])[CH2:15][CH2:14]2)[CH:3]=1.CC1(C)[O:32][CH:31]([CH2:33][NH2:34])[CH2:30][O:29]1>>[CH3:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[C:4]([N:13]1[CH:19]([CH3:20])[C:18]3[CH:21]=[CH:22][CH:23]=[CH:24][C:17]=3[S:16](=[O:25])(=[O:26])[CH2:15][CH2:14]1)[CH:3]=[C:2]2[NH:34][CH2:33][CH:31]([OH:32])[CH2:30][OH:29]

Participants

3

Reactant 2

HCID 41223491,3-Dioxolane-4-methanamine, 2,2-dimethyl-HCID 71255068HCID 71255068, compound

Product 1

HCID 71262227HCID 71262227, compound

Procedure

The title compound was prepared in analogy to Example 32-1 in Scheme 10 by using 4-(4-chloro-6-methylquinolin-2-yl)-5-methyl-2,3,4,5-tetrahydro-1,4-benzothiazepine 1,1-dioxide and 1-(2,2-dimethyl-1,3-dioxolan-4-yl)methanamine. MS obsd. (ESI+) [(M+H)+] 453, 1H NMR (400 MHz, CD3OD) δ ppm 8.03 (dd, J=7.96, 1.39 Hz, 1 H), 7.90 (d, J=6.57 Hz, 1 H), 7.71-7.64 (m, 2 H), 7.46 (ddd, J=8.15, 6.63, 1.64 Hz, 2 H), 7.33 (dd, J=8.59, 1.77 Hz, 1 H), 6.15 (s, 1 H), 5.86 (d, J=6.82 Hz, 1 H), 4.64-4.53 (m, 4 H), 3.70 (d, J=8.59 Hz, 1 H), 3.62-3.58 (m, 2 H), 3.57-3.49 (m, 1 H), 2.43 (s, 3 H), 2.00 (d, J=7.07 Hz, 3 H).

Sources & evidence

ORD record
ord-0edcaec45d54459583b0e562b6c07b2f
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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