Borane → HCID 86635799, compound

HRID 1097339Notes

Reaction equation

HRID 1097339 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[C:9]([NH:10][C@H:11]([CH3:15])[C:12]([NH2:14])=O)=[N:8][C:7]([S:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:19]=3[F:25])=[N:6][C:5]=2[N:26]=1.B>O1CCCC1>[NH2:14][CH2:12][C@H:11]([NH:10][C:9]1[C:4]2[S:3][C:2]([NH2:1])=[N:26][C:5]=2[N:6]=[C:7]([S:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:19]=2[F:25])[N:8]=1)[CH3:15]

Participants

4

Reactant 2

HCID 6331BoraneHCID 86635798HCID 86635798, compound

Product 1

HCID 86635799HCID 86635799, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of the product from example 12 step a) (0.3 g) in dry tetrahydrofuran (10 ml) was added 2M borane in THF (10 ml) and the mixture heated under reflux for 6 hours. Quenched while hot with methanol (30 ml), evaporated to dryness and the residue taken up into methanol (30 ml) containing a few drops of concentrated hydrochloric acid. The mixture was then heated under reflux for a further 1 hour, evaporated to dryness to give a pale yellow solid.

Workup

  1. temperaturethe mixture heated
  2. temperatureunder reflux for 6 hours
  3. customQuenched while hot with methanol (30 ml)
  4. customevaporated to dryness
  5. additioncontaining a few drops of concentrated hydrochloric acid
  6. temperatureThe mixture was then heated
  7. temperatureunder reflux for a further 1 hour
  8. customevaporated to dryness
  9. customto give a pale yellow solid

Sources & evidence

ORD record
ord-0e81df4e0a7848c3a9a0699283587777
Source dataset
uspto-grants-2012_03
Patent number
US08143261B2

Reaction notes

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