Hydrochloric Acid → HCID 86685811, compound

HRID 2361597Notes

Reaction equation

HRID 2361597 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[C:4]([O:53][CH3:54])=[CH:5][N:6]=[C:7]2[O:12][C@H:13]1[CH2:52][N:16]2[C:17](=[O:51])[C@@H:18]([NH:43]C(=O)OC(C)(C)C)[C@H:19]([CH3:42])[CH2:20][CH2:21][CH2:22][CH:23]([CH3:41])[CH:24]=[CH:25][C@@H:26]3[CH2:31][C@@:27]3([C:32](=[O:40])[NH:33][S:34]([CH:37]3[CH2:39][CH2:38]3)(=[O:36])=[O:35])[NH:28][C:29](=[O:30])[C@@H:15]2[CH2:14]1.Cl>O1CCOCC1>[ClH:1].[NH2:43][C@@H:18]1[C:17](=[O:51])[N:16]2[CH2:52][C@H:13]([O:12][C:7]3[C:8]4[C:3](=[C:2]([Cl:1])[CH:11]=[CH:10][CH:9]=4)[C:4]([O:53][CH3:54])=[CH:5][N:6]=3)[CH2:14][C@H:15]2[C:29](=[O:30])[NH:28][C@:27]2([C:32]([NH:33][S:34]([CH:37]3[CH2:39][CH2:38]3)(=[O:35])=[O:36])=[O:40])[CH2:31][C@H:26]2[CH:25]=[CH:24][CH:23]([CH3:41])[CH2:22][CH2:21][CH2:20][C@H:19]1[CH3:42]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71136946HCID 71136946, compound

Product 1

HCID 86685811HCID 86685811, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of tert-butyl (2R,6S,7R,13aS,14aR,16aS,Z)-2-(5-chloro-4-methoxyisoquinolin-1-yloxy)-14a-(cyclopropylsulfonylcarbamoyl)-7,11-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]diazacyclopentadecin-6-ylcarbamate (300 mg, 3.3 mmol) in dioxane.HCl was stirred at room temperature for 30 min. The solvent was evaporated under reduced pressure to get crude compound (250 mg, 96%). The crude compound was washed with diethyl ether and taken to the next step without further purification. MS: MS m/z 688.2 (M+−36).

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-7fe08b1d67494add836cc15adcea04ca
Source dataset
uspto-grants-2014_04
Patent number
US08691757B2

Reaction notes

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