(1S,2R)-Cyclohexane-1,2-diamine, N1-BOC protected → HCID 90309064, compound

HRID 2283710Notes

Reaction equation

HRID 2283710 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[NH:8][C:9]1[N:10]=[N:11][C:12]([C:29]([NH2:31])=[O:30])=[C:13]([NH:15][C:16]2[CH:24]=[CH:23][CH:22]=[C:21]3[C:17]=2[CH:18]=[CH:19][N:20]3[CH2:25][CH2:26][O:27][CH3:28])[N:14]=1.[C:32](OC(=O)N[C@H]1CCCCC[C@H]1N)(C)(C)C.C(OC(=O)N[C@H]1CCCC[C@H]1N)(C)(C)C>>[NH2:1][C@H:2]1[CH2:7][CH2:6][CH2:32][CH2:5][CH2:4][C@H:3]1[NH:8][C:9]1[N:10]=[N:11][C:12]([C:29]([NH2:31])=[O:30])=[C:13]([NH:15][C:16]2[CH:24]=[CH:23][CH:22]=[C:21]3[C:17]=2[CH:18]=[CH:19][N:20]3[CH2:25][CH2:26][O:27][CH3:28])[N:14]=1

Participants

4

Reactant 3

HCID 1514389(1S,2R)-Cyclohexane-1,2-diamine, N1-BOC protectedHCID 51723132HCID 51723132, compoundHCID 90308722HCID 90308722, compound

Product 1

HCID 90309064HCID 90309064, compound

Procedure

In accordance with Example 3 (Steps 1 to 4), 1-(2-methoxyethyl)-1H-indol-4-amine obtained in Example 46 was used instead of 1-methyl-1H-indol-4-amine, and tert-butyl((1S,2R)-2-aminocycloheptyl)carbamate obtained in the above-described Step was used instead of tert-butyl((1S,2R)-2-aminocyclohexyl)carbamate to obtain the titled compound as a light yellow solid.

Workup

  1. customobtained in the above-described Step

Sources & evidence

ORD record
ord-5e52b9e7414443d4930eaa7346656217
Source dataset
uspto-grants-2015_09
Patent number
US09145414B2

Reaction notes

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