4-(Methylamino)cyclohexanecarbonitrile → (1-{2-[(4-cyano-cyclohexyl)-methyl-carbamoyl]-ethyl}-2-methyl-(S)-propyl)-carbamic tert-butyl ester

HRID 491899Notes

Reaction equation

HRID 491899 reaction equation
[CH3:1][NH:2][CH:3]1[CH2:8][CH2:7][CH:6]([C:9]#[N:10])[CH2:5][CH2:4]1.[C:11]([O:15][C:16]([NH:18][C@H:19]([CH:25]([CH3:27])[CH3:26])[CH2:20][CH2:21][C:22]([OH:24])=O)=[O:17])([CH3:14])([CH3:13])[CH3:12]>>[C:11]([O:15][C:16](=[O:17])[NH:18][C@@H:19]([CH2:20][CH2:21][C:22](=[O:24])[N:2]([CH:3]1[CH2:8][CH2:7][CH:6]([C:9]#[N:10])[CH2:5][CH2:4]1)[CH3:1])[CH:25]([CH3:27])[CH3:26])([CH3:12])([CH3:13])[CH3:14]

Participants

3

Reactant 2

HCID 574826414-(Methylamino)cyclohexanecarbonitrileHCID 57678353(4S)-4-{[(tert-butoxy)carbonyl]amino}-5-methylhexanoic acid

Product 1

HCID 67023663(1-{2-[(4-cyano-cyclohexyl)-methyl-carbamoyl]-ethyl}-2-methyl-(S)-propyl)-carbamic tert-butyl ester

Procedure

Following the procedure as described in Example 25, STEP E, 4-methyamino-cyclohexanecarbonitrile and 4-(S)-tert-butoxycarbonylamino-5-methyl-hexanoic acid were reacted to yield (1-{2-[(4-cyano-cyclohexyl)-methyl-carbamoyl]-ethyl}-2-methyl-(S)-propyl)-carbamic tert-butyl ester as a lightly colored oil was prepared.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-0249ad10d4ac45fb9698407a3ec4e083
Source dataset
uspto-grants-2009_05
Patent number
US07531545B2

Reaction notes

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