Ethylamine → [3-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-ethylcarbamoyl-3H-[1,2,3]triazol-4-yl]-(4-morpholin-4-yl-phenyl)-carbamic acid tert-butyl ester

HRID 623684Notes

Reaction equation

[CH2:1]([NH2:3])[CH3:2].CO[C:6]([C:8]1[N:9]=[N:10][N:11]([C:33]2[CH:38]=[C:37]([CH:39]([CH3:41])[CH3:40])[C:36]([O:42][CH2:43][C:44]3[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=3)=[CH:35][C:34]=2[O:50][CH2:51][C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)[C:12]=1[N:13]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[C:14]1[CH:19]=[CH:18][C:17]([N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[CH:16][CH:15]=1)=[O:7]>CO>[C:29]([O:28][C:26](=[O:27])[N:13]([C:12]1[N:11]([C:33]2[CH:38]=[C:37]([CH:39]([CH3:40])[CH3:41])[C:36]([O:42][CH2:43][C:44]3[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=3)=[CH:35][C:34]=2[O:50][CH2:51][C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)[N:10]=[N:9][C:8]=1[C:6](=[O:7])[NH:3][CH2:1][CH3:2])[C:14]1[CH:19]=[CH:18][C:17]([N:20]2[CH2:21][CH2:22][O:23][CH2:24][CH2:25]2)=[CH:16][CH:15]=1)([CH3:31])([CH3:30])[CH3:32]

Participants

Conditions

Temperature: 80 °C

Procedure

EtNH2 (1.5 ml of a solution 2 M in MeOH) was added to 1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[tert-butoxycarbonyl-(4-morpholin-4-yl-phenyl)-amino]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester (110 mg, 0.15 mmol) and the mixture was heated to 80° C. for 24 hours in a sealed tube. The solvent and the excess of amine were removed under reduced pressure and the residue was used in the next reaction without any purification.

Workup

customThe solvent and the excess of amine were removed under reduced pressure
customthe residue was used in the next reaction without any purification

Sources & evidence

ORD record: ord-bf880cc31ab24ef4973ce7a5f96fb46f
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09302998B2

Reaction notes

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