Sodium Nitrite → HCID 178457827, compound

HRID 1257647Notes

Reaction equation

HRID 1257647 reaction equation
[N:1]([O-])=O.[Na+].[CH:5]([NH:8][C:9]([C@H:11]1[CH2:16][CH2:15][C@H:14]([NH:17][C:18]2[C:23]([NH2:24])=[CH:22][N:21]=[C:20]3[N:25]([S:28]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)(=[O:30])=[O:29])[CH:26]=[CH:27][C:19]=23)[CH2:13][CH2:12]1)=[O:10])([CH3:7])[CH3:6]>C(O)(=O)C>[CH:5]([NH:8][C:9]([C@H:11]1[CH2:16][CH2:15][C@H:14]([N:17]2[C:18]3[C:23](=[CH:22][N:21]=[C:20]4[C:19]=3[CH:27]=[CH:26][N:25]4[S:28]([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)(=[O:29])=[O:30])[N:24]=[N:1]2)[CH2:13][CH2:12]1)=[O:10])([CH3:7])[CH3:6]

Participants

4

Reactant 2

HCID 23668193Sodium NitriteHCID 178457870HCID 178457870, compound

Product 1

HCID 178457827HCID 178457827, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Sodium nitrite (12 mg, 0.17 mmol) was added to a solution of trans 4-(5-amino-1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-4-ylamino)-cyclohexanecarboxylic acid isopropylamide (70 mg, 0.15 mmol) in acetic acid (1 mL) and stirred for 45 minutes. The mixture was concentrated under vacuum affording trans 4-(6-benzenesulfonyl-6H-1,2,3,5,6-pentaaza-as-indacen-1-yl)-cyclohexanecarboxylic acid isopropylamide which was used for the next step without further purification. LCMS (Method B, ESI): RT=3.58 min, m+H=467.35.

Workup

  1. concentrationThe mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-8aeaaedf63b9402d9ec19fb1f4ddaa1a
Source dataset
uspto-grants-2013_06
Patent number
US08461328B2

Reaction notes

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