Acetic Anhydride → HCID 12764438, compound

HRID 1155100Notes

Reaction equation

HRID 1155100 reaction equation
[CH:1]1([CH2:4][N:5]2[CH:12]3[CH2:13][N:8]([C:9]4[CH:17]=[C:16]([NH2:18])[CH:15]=[CH:14][C:10]=4[CH2:11]3)[CH2:7][CH2:6]2)[CH2:3][CH2:2]1.[C:19](OC(=O)C)(=[O:21])[CH3:20]>N1C=CC=CC=1>[CH:1]1([CH2:4][N:5]2[CH:12]3[CH2:13][N:8]([C:9]4[CH:17]=[C:16]([NH:18][C:19](=[O:21])[CH3:20])[CH:15]=[CH:14][C:10]=4[CH2:11]3)[CH2:7][CH2:6]2)[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 1335394-(Cyclopropylmethyl)-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocin-9-amine

Product 1

HCID 12764438HCID 12764438, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 4-cyclopropylmethyl-9-amino-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocine (3 g.), acetic anhydride (10 ml.) and pyridine (25 ml.) was let stand for two hours at room temperature, then concentrated to dryness. The residue was partitioned between aqueous ammonia and chloroform. The chloroform layer was dried and concentrated to dryness. Recrystallization of the residue from ether afforded 4-cyclopropylmethyl-9-acetamido-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocine (2.5 g., m.r. 131°-132° C.), the compound of Formula V wherein Q is cyclopropylmethyl and R"CONH is acetamido.

Workup

  1. concentrationconcentrated to dryness
  2. customThe residue was partitioned between aqueous ammonia and chloroform
  3. dry with materialThe chloroform layer was dried
  4. concentrationconcentrated to dryness
  5. customRecrystallization of the residue from ether

Sources & evidence

ORD record
ord-4b1ef3d187b148b3849ee43fe0ebcf0e
Source dataset
uspto-grants-1981_11
Patent number
US04299830

Reaction notes

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