Methylamine → HCID 90025202, compound

HRID 873725Notes

Reaction equation

HRID 873725 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:11](=[CH:12][CH:13]=1)[O:10][CH2:9][C:6]1([CH2:8][CH2:7]1)[C:5]2([NH:19][C:20]([NH:22]C(=O)C1C=CC=CC=1)=[S:21])[C:14]([F:18])([F:17])[CH2:15][OH:16].CN>CO>[Br:1][C:2]1[CH:3]=[C:4]2[C:11](=[CH:12][CH:13]=1)[O:10][CH2:9][C:6]1([CH2:7][CH2:8]1)[C:5]2([NH:19][C:20]([NH2:22])=[S:21])[C:14]([F:18])([F:17])[CH2:15][OH:16]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 86724267HCID 86724267, compound

Product 1

HCID 90025202HCID 90025202, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N-{[6-bromo-4-(1,1-difluoro-2-hydroxyethyl)-4H-spiro[chromene-3,1′-cyclopropan]-4-yl]carbamothioyl}benzamide (340 mg, 0.684 mmol) in MeOH (1.7 mL) was added methylamine (9.8M MeOH solution, 698 μL, 6.84 mmol). The mixture was stirred for 3 hours at ambient temperature. The mixture was concentrated azeotropically with toluene 3 times to give crude 1-[6-bromo-4-(1,1-difluoro-2-hydroxyethyl)-4H-spiro[chromene-3,1′-cyclopropan]-4-yl]thiourea (268 mg).

Workup

  1. concentrationThe mixture was concentrated azeotropically with toluene 3 times

Sources & evidence

ORD record
ord-2d9c45f742a84b77b0c896b30551a925
Source dataset
uspto-grants-2015_03
Patent number
US08975415B2

Reaction notes

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