Acetic Anhydride → HCID 178474992, compound

HRID 1625229Notes

Reaction equation

HRID 1625229 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].C(N(CC)CC)C.[NH2:15][C@H:16]1[CH2:21][CH2:20][C@H:19]([NH:22][C:23]2[CH:31]=[C:30]([N:32]3[C:36]4=[N:37][CH:38]=[CH:39][C:40]([C:41]5[CH:42]=[N:43][C:44]6[C:49]([CH:50]=5)=[CH:48][CH:47]=[CH:46][CH:45]=6)=[C:35]4[C:34]([CH3:51])=[CH:33]3)[CH:29]=[CH:28][C:24]=2[C:25]([NH2:27])=[O:26])[CH2:18][CH2:17]1>ClCCl>[C:1]([NH:15][C@H:16]1[CH2:21][CH2:20][C@H:19]([NH:22][C:23]2[CH:31]=[C:30]([N:32]3[C:36]4=[N:37][CH:38]=[CH:39][C:40]([C:41]5[CH:42]=[N:43][C:44]6[C:49]([CH:50]=5)=[CH:48][CH:47]=[CH:46][CH:45]=6)=[C:35]4[C:34]([CH3:51])=[CH:33]3)[CH:29]=[CH:28][C:24]=2[C:25]([NH2:27])=[O:26])[CH2:18][CH2:17]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 178429920HCID 178429920, compound

Product 1

HCID 178474992HCID 178474992, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Acetic anhydride (0.012 mL) and triethylamine (0.021 mL) were added to a solution of compound (61) (0.050 g) prepared in Example 61 in dichloromethane (10 mL), followed by stirring at room temperature for 1 hr. The solvent was distilled away under reduced pressure, and water was added to the residue. The precipitate was collected by filtration, washed by sprinkling water and ether, and dried under reduced pressure to obtain (62) (0.043 g, 78%) as a white solid.

Workup

  1. distillationThe solvent was distilled away under reduced pressure, and water
  2. additionwas added to the residue
  3. filtrationThe precipitate was collected by filtration
  4. washwashed
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-6e11f523b147462e954390d6a1199c37
Source dataset
uspto-grants-2014_07
Patent number
US08779142B2

Reaction notes

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