Ammonia methanol → HCID 68466014, compound

HRID 507441Notes

Reaction equation

HRID 507441 reaction equation
C[O:2][C:3]([CH:5]1[CH2:9][S:8][CH:7]2[CH2:10][C:11]([NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:12](=[O:13])[N:6]12)=O.[NH3:28].CO>CO>[C:24]([O:23][C:21](=[O:22])[NH:20][C:11]1([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:12](=[O:13])[N:6]2[CH:7]([S:8][CH2:9][CH:5]2[C:3](=[O:2])[NH2:28])[CH2:10]1)([CH3:25])([CH3:26])[CH3:27]

Participants

4

Reactant 2

HCID 21705897Ammonia methanolHCID 68461427HCID 68461427, compound

Product 1

HCID 68466014HCID 68466014, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of compound 16 (500 mg, 1.28 mmol) in methanol (10 mL) was added NH3-MeOH (10 mL) at room temperature and stirred for 2 h. The solvent was removed in vacuo and afford compound 17 (470 mg, 97.4%). 1H NMR (400 MHz, CDCl3) δ1.42 (s, 9 H), 3.05-3.08 (m, 1 H), 3.35-3.37 (m, 1 H), 3.37-3.49 (m, 1 H), 3.75-3.80 (m, 1 H), 4.89 (bs, 1 H), 4.98 (bs, 1 H), 5.43 (bs, 2 H), 6.57 (bs, 1 H), 7.37-7.50 (m, 5 H). MS (M+1): 378.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-8413b063b05b4ac483c3af8f1d7eadc4
Source dataset
uspto-grants-2010_08
Patent number
US07786163B2

Reaction notes

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