Formic Acid → HCID 66726619, compound

HRID 710458Notes

Reaction equation

HRID 710458 reaction equation
[C:1]12([C:11]3[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][NH2:19])=[CH:13][C:12]=3[O:20][CH:21]([CH3:23])[CH3:22])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[CH:24](O)=O>>[C:1]12([C:11]3[CH:16]=[C:15]4[C:14]([CH2:17][CH2:18][NH:19][CH2:24]4)=[CH:13][C:12]=3[O:20][CH:21]([CH3:23])[CH3:22])[CH2:2][CH:3]3[CH2:9][CH:7]([CH2:6][CH:5]([CH2:4]3)[CH2:10]1)[CH2:8]2

Participants

3

Reactant 2

HCID 284Formic AcidHCID 66726721HCID 66726721, compound

Product 1

HCID 66726619HCID 66726619, compoundYield 67%

Conditions

Temperature
60 °C

Procedure

To a solution of the product of Step E (0.4 g, 0.78 mmol) in HCOOH (3 ml) (CH2O)n (0.026 g, 0.87 mmol) was added and the mixture was stirred for 18 h at 60° C. This was evaporated to dryness and the residue was purified by FCC (SiO2) to give the desired product (0.17 g, 41%), as light yellow paste. 1H-NMR (CDCl3) 1.36 (d, 6H, J=6 Hz); 1.74 (s, 6H); 2.03 (s, 3H); 2.08 (s, 6H); 2.7 (tr, 2H, J=5.91 Hz); 3.10 (tr, 2H, J=5.99 Hz); 3.91 (5, 2H); 4.55-4.64 (m, 1H); 6.53 (s, 1H); 6.82 (s, 1H).

Workup

  1. customThis was evaporated to dryness
  2. customthe residue was purified by FCC (SiO2)

Sources & evidence

ORD record
ord-dbf553bb81ff4958a4a91724a38a5cca
Source dataset
uspto-grants-2015_11
Patent number
US09181182B2

Reaction notes

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