Ammonia → HCID 86668436, compound

HRID 1525641Notes

Reaction equation

HRID 1525641 reaction equation
[OH:1][CH:2]1[CH:6]([OH:7])[CH:5]([CH2:8][OH:9])[CH2:4][CH:3]1[N+:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([O:18]C)=O)[CH:11]=1.[CH3:20][S:21]([O-:24])(=[O:23])=[O:22].[NH3:25]>CO>[C:16]([C:12]1[CH:11]=[N+:10]([CH:3]2[CH2:4][CH:5]([CH2:8][OH:9])[CH:6]([OH:7])[CH:2]2[OH:1])[CH:15]=[CH:14][CH:13]=1)(=[O:18])[NH2:25].[CH3:20][S:21]([O-:24])(=[O:23])=[O:22]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 50902485HCID 50902485, compound

Product 1

HCID 86668436HCID 86668436, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Crude 1-(2,3-Dihydroxy-4-hydroxymethyl-cyclopentyl)-3-methoxycarbonyl-pyridinium-methansulfonate 118.3 g, 173.7 mmol) was dissolved in 100.0 ml methanol. After the addition of methanolic ammonia (7M, 350.0 ml, 2.45 mol) the reaction mixture was stirred for 2.5 h. After removing the solvent under reduced pressure a red-brown oil was obtained that was further dried for 3 h (40° C., 10 mbar). This crude product is pre-purified with activated charcoal and used directly for the synthesis of cNAD (WO 2007/012494).

Workup

  1. customAfter removing the solvent under reduced pressure a red-brown oil
  2. customwas obtained
  3. customthat was further dried for 3 h (40° C., 10 mbar)
  4. customThis crude product is pre-purified with activated charcoal
  5. customused directly for the synthesis of cNAD (WO 2007/012494)

Sources & evidence

ORD record
ord-e1d31cdfd1b04c4a98ec5c4efd352e42
Source dataset
uspto-grants-2015_07
Patent number
US09085535B2

Reaction notes

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