Trimethyl orthoformate → HCID 21084457, compound

HRID 348595Notes

Reaction equation

HRID 348595 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH2:6][N:7]([CH2:14][C:15]1[CH:28]=[CH:27][C:18]([C:19]([NH:21][CH2:22][CH2:23][CH2:24][CH2:25]N)=[O:20])=[CH:17][CH:16]=1)[CH2:8][C:9]1[NH:10][CH:11]=[CH:12][N:13]=1.C(OC)(OC)OC.[CH:36](=O)[CH2:37][CH:38]([CH3:40])[CH3:39].[C:42]([BH3-])#[N:43].[Na+]>CO.C(O)(=O)C>[NH:10]1[CH:11]=[CH:12][N:13]=[C:9]1[CH2:8][N:7]([CH2:14][C:15]1[CH:28]=[CH:27][C:18]([C:19]([NH:21][CH2:22][CH2:23][CH2:24][CH2:25][N:43]([CH2:42][CH2:14][CH:15]([CH3:28])[CH3:16])[CH2:36][CH2:37][CH:38]([CH3:40])[CH3:39])=[O:20])=[CH:17][CH:16]=1)[CH2:6][C:2]1[NH:1][CH:5]=[CH:4][N:3]=1

Participants

7

Reactant 4

HCID 9005Trimethyl orthoformateHCID 115523-MethylbutanalHCID 5003444Sodium cyanoborohydrideHCID 103177174-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-N-(4-aminobutyl)-benzamide

Product 1

HCID 21084457HCID 21084457, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

The compound (30.0 mg) obtained in Example 3-2 was dissolved in methanol (0.6 ml). Then, the solution was added with trimethyl orthoformate (30.0 μl), acetic acid (30.0 μl), isovaleraldehyde (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (25.3 μl), and sodium cyanoborohydride (14.9 mg), followed by stirring at room temperature for 3 hours.

Sources & evidence

ORD record
ord-d9a3cb7d2fa440388695882f95e52e96
Source dataset
uspto-grants-2007_02
Patent number
US07176227B2

Reaction notes

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