Triethylamine → HCID 57500352, compound

HRID 2273532Notes

Reaction equation

HRID 2273532 reaction equation
C(N(CC)CC)C.[O:8]=[C:9]1[C:14]2[CH:15]=[C:16]([C:19](Cl)=[O:20])[CH:17]=[CH:18][C:13]=2[N:12]=[C:11]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[O:10]1.[CH2:28]([O:35][C:36]1[CH:44]=[CH:43][C:42]2[N:38]([CH:39]=[C:40]([CH3:47])[C:41]=2[O:45][CH3:46])[CH:37]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>ClCCl>[CH2:28]([O:35][C:36]1[CH:44]=[CH:43][C:42]2[N:38]([C:39]([C:19]([C:16]3[CH:17]=[CH:18][C:13]4[N:12]=[C:11]([C:22]5[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=5)[O:10][C:9](=[O:8])[C:14]=4[CH:15]=3)=[O:20])=[C:40]([CH3:47])[C:41]=2[O:45][CH3:46])[CH:37]=1)[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 57500351HCID 57500351, compoundHCID 57500353HCID 57500353, compound

Product 1

HCID 57500352HCID 57500352, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10 ml (71.8 mmol) of triethylamine and 15 g (52.7 mmol) of 4-oxo-2-phenyl-4H-3,1-benzoxazine-6-carbonyl chloride are added portionwise, at ambient temperature and under nitrogen, to the solution of 12.8 g (47.9 mmol) of 6-(benzyloxy)-1-methoxy-2-methylindolizine in 160 ml of dichloromethane. The reaction medium is stirred for 2 hours and is then filtered. The solid obtained is washed with dichloromethane and then with diisopropyl ether and dried. 17.8 g (83%) of an orange powder are obtained.

Workup

  1. filtrationis then filtered
  2. customThe solid obtained
  3. washis washed with dichloromethane
  4. dry with materialwith diisopropyl ether and dried

Sources & evidence

ORD record
ord-139beaf4cf48446f85551c9a2c9ac7ad
Source dataset
uspto-grants-2015_09
Patent number
US09120819B2

Reaction notes

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