Trifluoroacetic acid → HCID 131732131, compound

HRID 1399497Notes

Reaction equation

[C:1]([NH:8][CH2:9][CH2:10][NH2:11])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].Br[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([NH:20][CH2:21][CH2:22][S:23][C:24]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:19].C([O-])([O-])=O.[Na+].[Na+].C(O)(C(F)(F)F)=O>CN(C=O)C.CC#N.O>[C:1]([NH:8][CH2:9][CH2:10][NH:11][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([NH:20][CH2:21][CH2:22][S:23][C:24]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:19])([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2]

Participants

Conditions

Temperature: 70 °C

Procedure

N-Boc-ethylenediamine (81 μl, 0.51 mmol) was added to a solution of Br—(CH2)5—CONH—(CH2)2-STrt (230 mg, 0.46 mmol) and Na2CO3 (196 mg, 1.85 mmol) in DMF (0.8 ml). The reaction mixture was stirred for 10 h at 70° C. After cooling to RT the mixture was diluted with 4 ml (MeCN/H2O=25:75, with 0.1% TFA) and purified by RP-HPLC to get Boc-NH—(CH2)2—NH—(CH2)5—CONH—(CH2)2-STrt.

Workup

temperatureAfter cooling to RT the mixture
custompurified by RP-HPLC

Sources & evidence

ORD record: ord-679e7f0be3324b8d8c0ca91f0e497880
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08906847B2

Reaction notes

Loading…