Hydrochloric Acid → HCID 86683241, compound

HRID 1852181Notes

Reaction equation

HRID 1852181 reaction equation
[ClH:1].[CH:2]1([S:5]([NH:8][C:9]([C@@:11]23[CH2:26][C@H:25]2[CH:24]=[CH:23][CH2:22][CH2:21][C@@H:20]([CH3:27])[CH2:19][C@@H:18]([CH3:28])[C@H:17]([NH:29]C(=O)OC(C)(C)C)[C:16](=[O:37])[N:15]2[CH2:38][C@H:39]([O:41][C:42]4[C:51]5[C:46](=[CH:47][CH:48]=[CH:49][CH:50]=5)[C:45]([O:52][CH3:53])=[CH:44][N:43]=4)[CH2:40][C@H:14]2[C:13](=[O:54])[NH:12]3)=[O:10])(=[O:7])=[O:6])[CH2:4][CH2:3]1>O1CCOCC1>[ClH:1].[NH2:29][C@@H:17]1[C:16](=[O:37])[N:15]2[CH2:38][C@H:39]([O:41][C:42]3[C:51]4[C:46](=[CH:47][CH:48]=[CH:49][CH:50]=4)[C:45]([O:52][CH3:53])=[CH:44][N:43]=3)[CH2:40][C@H:14]2[C:13](=[O:54])[NH:12][C@:11]2([C:9]([NH:8][S:5]([CH:2]3[CH2:3][CH2:4]3)(=[O:6])=[O:7])=[O:10])[CH2:26][C@H:25]2[CH:24]=[CH:23][CH2:22][CH2:21][C@@H:20]([CH3:27])[CH2:19][C@H:18]1[CH3:28]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71005107HCID 71005107, compound

Product 1

HCID 86683241HCID 86683241, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of HCl in Dioxane was added Compound 1 (300 mg, 0.39 mmol) and the solution was stirred at room temperature for 30 min. The solvent was concentrated under reduced pressure to afford (2R,6S,7R,9R,13aS,14aR,16aS,Z)-6-amino-N-(cyclopropylsulfonyl)-2-((4-methoxyisoquinolin-1-yl)oxy)-7,9-dimethyl-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a-carboxamide hydrochloride (250 mg, 96%). The material was triturated with diethyl ether and used in step 2 without further purification. MS: MS m/z 655.2 (M++1).

Workup

  1. concentrationThe solvent was concentrated under reduced pressure

Sources & evidence

ORD record
ord-509e37c0eea74450880f692abd96830b
Source dataset
uspto-grants-2015_02
Patent number
US08957203B2

Reaction notes

Loading…