Hydrochloric Acid → HCID 70817670, compound

HRID 82095Notes

Reaction equation

HRID 82095 reaction equation
[C:1]([C:9]1[CH:47]=[CH:46][C:12]([CH2:13][C@H:14]([C:23]([NH:25][C:26]2[CH:27]=[N:28][CH:29]=[C:30]([C:32]([C:34]3[C:42]4[CH:41]=[N:40][CH:39]=[N:38][C:37]=4[N:36]([CH:43]([CH3:45])[CH3:44])[CH:35]=3)=[O:33])[CH:31]=2)=[O:24])[NH:15]C(OC(C)(C)C)=O)=[CH:11][CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>O1CCOCC1>[C:1]([C:9]1[CH:10]=[CH:11][C:12]([CH2:13][C@H:14]([C:23]([NH:25][C:26]2[CH:27]=[N:28][CH:29]=[C:30]([C:32]([C:34]3[C:42]4[CH:41]=[N:40][CH:39]=[N:38][C:37]=4[N:36]([CH:43]([CH3:44])[CH3:45])[CH:35]=3)=[O:33])[CH:31]=2)=[O:24])[NH2:15])=[CH:46][CH:47]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70817464HCID 70817464, compound

Product 1

HCID 70817670HCID 70817670, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-benzoyl-Nalpha-(tert-butoxycarbonyl)-N-{5-[(7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)carbonyl]pyridin-3-yl}-D-phenylalaninamide (Example 284, 20 mg, 0.03 mmol) was stirred with 10% hydrochloric acid in 1,4-dioxane (5 mL) at room temperature for 1 hour. The mixture was evaporated in vacuo and purified by preparative HPLC to afford the title compound as a gum in 56% yield, 9 mg.

Workup

  1. customThe mixture was evaporated in vacuo
  2. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-1c65ebbfafb940f09d8df533ce2edef1
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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