Hydrochloric Acid → HCID 9985454, compound

HRID 1823202Notes

Reaction equation

HRID 1823202 reaction equation
C(OC(=O)[NH:7][C:8]([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][NH:17][C:18]([C@H:20]2[N:24]3[C:25](=[O:35])[C:26]([NH:30][CH:31]4[CH2:34][CH2:33][CH2:32]4)=[N:27][C:28]([Cl:29])=[C:23]3[C@H:22]([CH2:36][CH2:37][CH2:38][C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[CH2:21]2)=[O:19])=[CH:12][CH:11]=1)=[NH:9])(C)(C)C.Cl.O1CCOCC1>CO>[ClH:29].[C:8]([C:10]1[CH:11]=[CH:12][C:13]([CH2:16][NH:17][C:18]([C@H:20]2[N:24]3[C:25](=[O:35])[C:26]([NH:30][CH:31]4[CH2:34][CH2:33][CH2:32]4)=[N:27][C:28]([Cl:29])=[C:23]3[C@H:22]([CH2:36][CH2:37][CH2:38][C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[CH2:21]2)=[O:19])=[CH:14][CH:15]=1)(=[NH:7])[NH2:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 140484922HCID 140484922, compound

Product 1

HCID 9985454HCID 9985454, compound

Reagents, catalysts & solvents 1

HCID 887MethanolCatalyst

Procedure

To a solution the compound (54 mg, 0.085 mmol) obtained from Step G was added HCl in dioxane (4.0 M, 0.38 mL, 1.5 mmol) and 2 drops of methanol. The mixture was stirred at rt overnight. Solvent was removed to give a white solid as product in quantitative yield. 1HNMR (300 MHz, CDOD3) δ 9.35 (s, 2H), 9.07 (s, 2H), 7.80 (d, 2H, J=8.5 Hz), 7.47 (d, 2H, J=6.6 Hz), 7.30–7.16 (m, 5H), 4.96 (t, 1H, J=7.3 Hz), 4.42–4.23 (m, 3H), 3.24 (m, 1H), 2.60 (m, 2H), 2.2–1.6 (m, 12H). MS m/e 533.4 (M+H).

Workup

  1. customSolvent was removed
  2. customto give a white solid as product in quantitative yield

Sources & evidence

ORD record
ord-b99ab1264a144195b8faee31697f33ff
Source dataset
uspto-grants-2006_05
Patent number
US07037911B2

Reaction notes

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