Hydrochloric Acid → HCID 117773657, compound

HRID 1054194Notes

Reaction equation

HRID 1054194 reaction equation
[ClH:1].[CH3:2][NH:3][C:4]([C@@H:6]1[N:18](C(OC(C)(C)C)=O)[CH2:17][C:9]2[NH:10][C:11]3[C:16]([C:8]=2[CH2:7]1)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[O:5]>C1COCC1>[ClH:1].[CH3:2][NH:3][C:4]([C@@H:6]1[NH:18][CH2:17][C:9]2[NH:10][C:11]3[C:16]([C:8]=2[CH2:7]1)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89691388HCID 89691388, compound

Product 1

HCID 117773657HCID 117773657, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Hydrochloride gas was bubbled into a solution of product (4-A) (5 g, 15 mmol) in THF (100 mL) at rt for 6 h. The solvent was evaporated to give product (5-A) (3.5 g, 87%) as a brown solid. 1H NMR (300 MHz, CD3OD): δ 7.54-7.51 (d, 1H), 7.41-7.38 (d, 1H), 7.22-7.17 (t, 1H), 7.13-7.08 (t, 1H), 4.55-4.54 (d, 2H), 4.35-4.30 (dd, 1H), 3.50-3.43 (dd, 1H), 3.18-3.08 (t, 1H), 2.91 (s, 3H). LC-MS (M+H)+=230.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-3bd01871003344cc9209faba85c3dd91
Source dataset
uspto-grants-2016_07
Patent number
US09394296B2

Reaction notes

Loading…