Hydrochloric Acid → HCID 71008839, compound

HRID 1845969Notes

Reaction equation

HRID 1845969 reaction equation
C(OC([NH:8][C@@H:9]1[C:23](=[O:24])[N:22]2[CH2:25][C@H:26]([O:28][C:29]3[N:30]=[C:31]4[C:36](=[C:37]5[C:42]=3[CH:41]=[CH:40][CH:39]=[CH:38]5)[CH:35]=[CH:34][C:33]([F:43])=[CH:32]4)[CH2:27][C@H:21]2[C:20](=[O:44])[NH:19][C@:18]2([C:46]([O:48][CH2:49][CH3:50])=[O:47])[CH2:45][C@H:17]2[CH:16]=[CH:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)=O)(C)(C)C.[ClH:51]>C(Cl)(Cl)Cl.C1(C)C=CC=CC=1>[ClH:51].[NH2:8][C@@H:9]1[C:23](=[O:24])[N:22]2[CH2:25][C@H:26]([O:28][C:29]3[N:30]=[C:31]4[C:36](=[C:37]5[C:42]=3[CH:41]=[CH:40][CH:39]=[CH:38]5)[CH:35]=[CH:34][C:33]([F:43])=[CH:32]4)[CH2:27][C@H:21]2[C:20](=[O:44])[NH:19][C@:18]2([C:46]([O:48][CH2:49][CH3:50])=[O:47])[CH2:45][C@H:17]2[CH:16]=[CH:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 71008442HCID 71008442, compound

Product 1

HCID 71008839HCID 71008839, compoundYield 93.5%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6212ChloroformSolvent

Procedure

A solution of (2R,6S,13aS,14aR,16aS,Z)-ethyl 6-(tert-butoxycarbonylamino)-2-(3-fluorophenanthridin-6-yloxy)-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-carboxylate (Example 1c, 1.3 g, 1.9 mmol) in 1 N HCl (4.7 ml, 19 mmol) was stirred at room temperature for 2 h. The reaction mixture was diluted with chloroform and toluene and evaporated to provide the title compound (1.11 g, quantitative yield) as a colorless solid. This material was used without further purification.

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-a31a5b2199564c78b7d410e78171f455
Source dataset
uspto-grants-2015_02
Patent number
US08951964B2

Reaction notes

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