Diethyl Ether → HCID 178419955, compound

HRID 17774Notes

Reaction equation

[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH:10][CH2:11][C:12]3C=CC4[C:14](=[CH:15]C=CC=4)[CH:13]=3)=[CH:9][C:4]=2[N:3]=[N:2]1.C(O[CH2:25][CH3:26])C>>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH:10][CH2:11][C:12]3[C:25]4[C:26](=[CH:9][CH:4]=[CH:5][CH:6]=4)[CH:15]=[CH:14][CH:13]=3)=[CH:9][C:4]=2[N:3]=[N:2]1

Participants

Reactant 2

HCID 3283Diethyl Ether

HCID 178419951HCID 178419951, compound

Product 1

HCID 178419955HCID 178419955, compoundYield 64%

Procedure

As per the general procedure for compound [11]. Trituration from diethyl ether afforded [12] as a white solid (700 mg, 64%). Rf (A) 0.30 δH(400 MHz; DMSO-d6 {D2O shake}) 4.75 (2H, s, CH2) 6.49 (1H, s, BT) 6.77 (1H, s, NH, disappeared) 6.91 (1H, d, J9.0, BT) 7.43 (1H, t, Nap) 7.51-7.59 (3H, m, Nap) 7.65 (1H, d, J9.0, BT) 7.82 (1H, d, J8.1, Nap) 7.94 (1H, d, J8.4, Nap) 8.14 (1H, d, J8.1, Nap) 14.74 (1H, s, NH, disappeared); m/z (EI−HR) 274.12148 [(M) calc. for C17H14N4 274.12185]. (1H-Benzotriazol-5-yl)-(3,5-dimethoxy-benzyl)-amine [13]

Sources & evidence

ORD record: ord-19c4a22a455a41e599b010b8cc910fb7
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07741102B2

Reaction notes

Loading…