Ammonium Hydroxide → HCID 135410981, compound

HRID 601417Notes

Reaction equation

[OH:1][C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[C:4](=[O:17])[C:3]=1[C:18]1[NH:23][C:22]2[CH:24]=[CH:25][C:26]([NH:28][S:29]([NH:32][C:33]3[CH:34]=[C:35]([CH:41]=[CH:42][CH:43]=3)[C:36](OCC)=[O:37])(=[O:31])=[O:30])=[CH:27][C:21]=2[S:20](=[O:45])(=[O:44])[N:19]=1.[OH-].[NH4+:47]>>[OH:1][C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[C:4](=[O:17])[C:3]=1[C:18]1[NH:23][C:22]2[CH:24]=[CH:25][C:26]([NH:28][S:29]([NH:32][C:33]3[CH:34]=[C:35]([CH:41]=[CH:42][CH:43]=3)[C:36]([NH2:47])=[O:37])(=[O:31])=[O:30])=[CH:27][C:21]=2[S:20](=[O:45])(=[O:44])[N:19]=1

Participants

Reactant 2

HCID 14923Ammonium Hydroxide

HCID 135410979HCID 135410979, compound

Product 1

HCID 135410981HCID 135410981, compound

Procedure

A solution of the product of Example 454 (7.6 mg, 0.012 mmol) in 1 mL of ammonium hydroxide was stirred at 25° C. for 17 hours. The solvent was evaporated under a stream of warm nitrogen to provide the title compound (7.4 mg). 1H NMR (300 MHz, DMSO-d6) δ 0.96 (d, J=6.62 Hz, 6 H) 1.47 (m, 2 H) 1.64 (m, 1 H) 4.30 (m, 2 H) 7.14 (m, 1H) 7.28 (m, 6 H) 7.43 (s, 1 H) 7.49 (d, J=7.72 Hz, 1 H) 7.66 (s, 1 H) 7.87 (s, 1 H) 8.36 (dd, J=7.54, 1.65 Hz, 1 H) 8.54 (s, 1 H) 10.45 (bs, 1 H) 10.51 (bs, 1 H) 15.89 (bs, 1 H).

Workup

customThe solvent was evaporated under a stream of warm nitrogen

Sources & evidence

ORD record: ord-cccf8e28364749fda3e0dcb894ba96c8
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07902203B2

Reaction notes

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