Ammonia → HCID 67427904, compound

HRID 1799050Notes

Reaction equation

HRID 1799050 reaction equation
C([N:3](CC)CC)C.[CH:8]1([O:13][C:14]2[C:19]([O:20][CH3:21])=[CH:18][CH:17]=[CH:16][C:15]=2/[CH:22]=[CH:23]/[C:24]2[N:28]([C:29]3[N:34]=[N:33][C:32]([C:35](O)=[O:36])=[CH:31][CH:30]=3)[C:27]3[CH:38]=[CH:39][CH:40]=[CH:41][C:26]=3[N:25]=2)[CH2:12][CH2:11][CH2:10][CH2:9]1.ClC(OCC)=O.N>C1COCC1>[CH:8]1([O:13][C:14]2[C:19]([O:20][CH3:21])=[CH:18][CH:17]=[CH:16][C:15]=2/[CH:22]=[CH:23]/[C:24]2[N:28]([C:29]3[N:34]=[N:33][C:32]([C:35]([NH2:3])=[O:36])=[CH:31][CH:30]=3)[C:27]3[CH:38]=[CH:39][CH:40]=[CH:41][C:26]=3[N:25]=2)[CH2:9][CH2:10][CH2:11][CH2:12]1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 86761736HCID 86761736, compound

Product 1

HCID 67427904HCID 67427904, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-10 °C

Procedure

This compound was prepared by adding triethylamine (66.44 mg, 0.657 mmol) to the stirred solution of Step 1 product (200 mg, 0.43 mmol) in dry THF (5 ml) under nitrogen atmosphere. Ethyl chloroformate (71.40 mg, 0.657 mmol) was added to the reaction mixture which was cooled to −10° C., after a time interval of 30 minutes aqueous ammonia (2 ml, 25%) was added and the reaction mixture was stirred for 30 minutes. Reaction mixture was quenched with water to get off-white solid which was filtered, washed with diethylether and dried under vaccum to get 131 mg of yellow solid.

Workup

  1. customThis compound was prepared
  2. customReaction mixture
  3. customwas quenched with water
  4. customto get off-white solid which
  5. filtrationwas filtered
  6. washwashed with diethylether
  7. customdried under vaccum

Sources & evidence

ORD record
ord-9446ed6cbf5e4e5e8bdbb7c876f8ae97
Source dataset
uspto-grants-2013_01
Patent number
US08344010B2

Reaction notes

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