Trifluoroacetic acid → HCID 178480077, compound

HRID 2174706Notes

Reaction equation

[C:1]([CH2:3][CH2:4][C@@H:5]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[C:6](=[O:20])[NH:7][C:8]1[CH:19]=[CH:18][C:11]2[CH2:12][CH2:13][N:14]([CH3:17])[CH2:15][CH2:16][C:10]=2[CH:9]=1)#[N:2].[N-:29]=[N+:30]=[N-:31].[Na+].[Cl-].[NH4+].C(O)(C(F)(F)F)=O>CN(C=O)C>[CH3:17][N:14]1[CH2:15][CH2:16][C:10]2[CH:9]=[C:8]([NH:7][C:6]([C@H:5]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:25])([CH3:27])[CH3:26])[CH2:4][CH2:3][C:1]3[NH:31][N:30]=[N:29][N:2]=3)=[O:20])[CH:19]=[CH:18][C:11]=2[CH2:12][CH2:13]1

Participants

Conditions

Temperature: 100 °C

Procedure

200 mg (0.52 mmol) tert.butyl(R)-[3-cyano-1-(3-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylcarbamoyl)-propyl]carbamate are placed in 1 ml DMF and combined with 80 mg (1.23 mmol) sodium azide and 66 mg (1.23 mmol) ammonium chloride. The reaction mixture is stirred overnight at 100° C., then acidified with TFA and separated using RP material (eluant: water/acetonitrile 95:5=>5:95).

Workup

customseparated

Sources & evidence

ORD record: ord-666c26ba899942da9f833e4df92fd4a2
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09062034B2

Reaction notes

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