1,2-Diaminocyclohexane, trans- → HCID 86658936, compound

HRID 1950788Notes

Reaction equation

HRID 1950788 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:4]=[C:5]([NH:13][C:14]2[C:15]3[C:25](=[O:26])[NH:24][CH:23]=[CH:22][C:16]=3[N:17]=[C:18](SC)[N:19]=2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[NH2:29][C@@H:30]1[CH2:35][CH2:34][CH2:33][CH2:32][C@H:31]1[NH2:36]>>[NH2:29][C@@H:30]1[CH2:35][CH2:34][CH2:33][CH2:32][C@H:31]1[NH:36][C:18]1[N:19]=[C:14]([NH:13][C:5]2[CH:4]=[C:3]([C:2]([F:28])([F:27])[F:1])[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=2)[C:15]2[C:25](=[O:26])[NH:24][CH:23]=[CH:22][C:16]=2[N:17]=1

Participants

3

Reactant 2

HCID 438061,2-Diaminocyclohexane, trans-HCID 86658934HCID 86658934, compound

Product 1

HCID 86658936HCID 86658936, compound

Procedure

The title compound was prepared as described in Example 1g by starting from 4-(3,5-bis(trifluoromethyl)phenylamino)-2-(methylthio)pyrido[4,3-d]pyrimidin-5(6H)-one (100 mg, 0.24 mmol) and (±)-trans-1,2-diamino cyclohexane and continuing until the reaction yielded the title compound, 2-((1R,2R)-2-aminocyclohexylamino)-4-(3,5-bis(trifluoromethyl)phenylamino)pyrido[4,3-d]pyrimidin-5(6H)-one. MS m/z: 487 (M+1)+ 1H NMR (300 MHz, DMSO-d6) δ ppm 1.25-1.97 (m, 10H), 6.10 (d, J=7.2 Hz, 1H), 7.41-7.44 (m, 3H), 7.41-7.76 (m, 4H), 8.47 (s, 2H), 12.49 (s, 1H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-6e4aa0e9eb594e698c7875d69865b38c
Source dataset
uspto-grants-2013_03
Patent number
US08404677B2

Reaction notes

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