Hydrochloric Acid → HCID 86683280, compound

HRID 1852292Notes

Reaction equation

HRID 1852292 reaction equation
[F:1][C: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][C:48]([O:52][CH3:53])=[CH:49][CH:50]=5)[CH:45]=[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.[ClH:55]>O1CCOCC1>[ClH:55].[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][C:48]([O:52][CH3:53])=[CH:49][CH:50]=4)[CH:45]=[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]([C:2]3([F:1])[CH2:4][CH2:3]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 71470349HCID 71470349, compound

Product 1

HCID 86683280HCID 86683280, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of tert-butyl ((2R,6S,7R,9R,13aS,14aR,16aS,Z)-14a-(((1-fluorocyclopropyl)sulfonyl)carbamoyl)-2-((6-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]diazacyclopentadecin-6-yl)carbamate (30 mg, 0.039 mmol) in 4M HCl in dioxane (5 ml 4M solution) was stirred at room temperature for 2 h. The solvent was evaporated under reduced pressure to get crude compound (23 mg, 90%) as brown solid. The crude compound was washed with diethyl ether and taken to the next step without further purification. MS: MS m/z 772.8.0(M+−36).

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-7640dc0ef39b4ceda68c6911cd229162
Source dataset
uspto-grants-2015_02
Patent number
US08957203B2

Reaction notes

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