Ammonia → HCID 178515838, compound

HRID 1692021Notes

Reaction equation

C[O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:28]=[CH:27][C:12]3[N:13]=[C:14]([N:16]4[CH2:20][CH2:19][C@@H:18]([N:21]5[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]5)[CH2:17]4)[S:15][C:11]=3[CH:10]=2)=[CH:5][CH:4]=1.N>>[N:21]1([C@@H:18]2[CH2:19][CH2:20][N:16]([C:14]3[S:15][C:11]4[CH:10]=[C:9]([C:6]5[CH:5]=[CH:4][C:3]([OH:2])=[N:8][CH:7]=5)[CH:28]=[CH:27][C:12]=4[N:13]=3)[CH2:17]2)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]1

Participants

Reactant 2

HCID 222Ammonia

HCID 44124364HCID 44124364, compound

Product 1

HCID 178515838HCID 178515838, compound

Procedure

The title compound was prepared by the method of Example 73, substituting (R)-6-(6-methoxypyridin-3-yl)-2-(3-(piperidin-1-yl)pyrrolidin-1-yl)benzo[d]thiazole (Example 19) in place of (R)-6-(2-methoxypyrimidin-5-yl)-2-(3-(piperidin-1-yl)pyrrolidin-1-yl)benzo[d]thiazole (Example 15). 1H NMR (300 MHz, CD3OD) δ ppm 1.47-1.56 (m, 2H), 1.61-1.72 (m, 4H), 1.96-2.09 (m, 1H), 2.31-2.42 (m, 1H), 2.46-2.65 (m, 4H), 3.03-3.16 (m, 1H), 3.37-3.45 (m, 1H), 3.50-3.61 (m, 1H), 3.70-3.79 (m, 1H), 3.83-3.90 (m, 1H), 6.64 (dd, J=9.5, 0.7 Hz, 1H), 7.45 (dd, J=8.5, 1.7 Hz, 1H), 7.52 (d, J=8.5 Hz, 1H), 7.67 (d, J=2.0 Hz, 1H), 7.84 (d, J=2.0 Hz, 1H), 7.96 (dd, J=9.5, 2.7 Hz, 1H); MS (DCI/NH3) m/z 381 (M+H)+.

Sources & evidence

ORD record: ord-5d5fb98be17d49dd99e9a10aea89b389
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08153813B2

Reaction notes

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