HCID 59596028, compound → HCID 178521601, compound

HRID 2264249Notes

Reaction equation

HRID 2264249 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([OH:8])[CH2:4][CH2:3]1.C1(S([N:18]2[C:22]3=[N:23][CH:24]=[CH:25][CH:26]=[C:21]3[C:20]([C:27]3[CH:32]=[CH:31][N:30]=[C:29](Cl)[N:28]=3)=[CH:19]2)(=O)=O)C=CC=CC=1>>[NH:18]1[C:22]2=[N:23][CH:24]=[CH:25][CH:26]=[C:21]2[C:20]([C:27]2[CH:32]=[CH:31][N:30]=[C:29]([NH:1][C@H:2]3[CH2:7][CH2:6][C@H:5]([OH:8])[CH2:4][CH2:3]3)[N:28]=2)=[CH:19]1

Participants

3

Reactant 2

HCID 59596028HCID 59596028, compoundHCID 178511715HCID 178511715, compound

Product 1

HCID 178521601HCID 178521601, compoundYield 22%

Procedure

Using the procedure of example 1, trans-4-amino-cyclohexanol (200 mg) was reacted with compound 1f (100 mg) to provide compound 18 (18 mg, 22%). 1H NMR (400 MHz, CD3OD) δ 8.95 (d, J=8.0 Hz, 1H), 8.28 (d, J=4.8 Hz, 1H), 8.20 (s, 1H), 8.13 (d, J=5.6 Hz, 1H), 7.26 (dd, J=8.0 Hz, 4.8. Hz, 1H), 7.02 (d, J=5.2 Hz, 1H), 3.91 (m, 1H), 3.65 (m, 1H), 2.17 (m, 2H), 2.05 (m, 2H), 1.45 (m, 4H). MS (ESI) m/z: 310 (M+H)+.

Sources & evidence

ORD record
ord-363ce3893d3d4128be2bba0cfac81db3
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

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