HCID 58613354, compound → HCID 58613358, compound

HRID 1244244Notes

Reaction equation

HRID 1244244 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[CH:15]=[C:16]([NH:21][S:22]([C:25]3[S:26][C:27]([C:30]4[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=4)=[CH:28][CH:29]=3)(=[O:24])=[O:23])[C:17]([O:19][CH3:20])=[CH:18][C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C>O1CCOCC1.Cl>[CH3:20][O:19][C:17]1[C:16]([NH:21][S:22]([C:25]2[S:26][C:27]([C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=3)=[CH:28][CH:29]=2)(=[O:23])=[O:24])=[CH:15][C:12]2[CH2:13][CH2:14][NH:8][CH2:9][CH2:10][C:11]=2[CH:18]=1

Participants

4

Reactant 1

HCID 58613354HCID 58613354, compound

Product 1

HCID 58613358HCID 58613358, compoundYield 107.4%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent2×

Procedure

A solution of the Boc-protected amine D7 (1.05 g, 0.00199 moles) in 1.4-dioxane (20 ml) and 4M HCl in dioxane (10 ml) was stirred under argon at room temperature overnight. The resultant mixture was evaporated to dryness to give the hydrochloride salt of the title compound D9 as a cream solid (0.96 g, 100%). M-H 448.5. 1H NMR: δ DMSO-d6 3.08 (4H, m), 3.32 (4H, br s), 3.52 (3H, s), 6.85 (1H, s), 7.10 (1H, s), 7.41 (1H, d), 7.49–7.53 (3H, m), 7.69 (1H, s), 7.73 (1H, s), 9.27 (2H,br s), 9.74 (1 H, br s).

Workup

  1. customThe resultant mixture was evaporated to dryness

Sources & evidence

ORD record
ord-920d21a0a60149079edc9ac57dcb742a
Source dataset
uspto-grants-2006_10
Patent number
US07122538B2

Reaction notes

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