Dimethylformamide → HCID 57202434, compound

HRID 1492460Notes

Reaction equation

HRID 1492460 reaction equation
[NH2:1][C@@H:2]1[C:7]2[CH:8]=[C:9]([C:12]#[N:13])[CH:10]=[CH:11][C:6]=2[O:5][C:4]([CH3:15])([CH3:14])[C@H:3]1[OH:16].C(C1C=CC2OC(C)(C)[C@@H](O)[C@H]([N:31]([C:35]3[CH:36]=[C:37]4[C:41](=[CH:42][CH:43]=3)[CH2:40]C[CH2:38]4)[C:32](=[O:34])N)C=2C=1)#N.[CH3:45][N:46](C=O)C>>[C:12]([C:9]1[CH:10]=[CH:11][C:6]2[O:5][C:4]([CH3:14])([CH3:15])[C@@H:3]([OH:16])[C@H:2]([NH:1][C:32]([NH:31][C:35]3[CH:36]=[C:37]4[C:41](=[CH:42][CH:43]=3)[CH2:40][N:46]([CH3:45])[CH2:38]4)=[O:34])[C:7]=2[CH:8]=1)#[N:13]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 10943936(3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrileHCID 67848883HCID 67848883, compound

Product 1

HCID 57202434HCID 57202434, compound

Procedure

The title compound was prepared from (trans)-4-amino-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H- 1-benzopyran-6-carbonitrile (0.42 g, 1.3 mmol, compound of example 1, part B) and title A compound by the procedure described in Example 8 to give a colorless solid, m.p. 220°-222° C. (foaming, started @ 155°). [αD ]=-12.8° (c=0.525, DMF).

Workup

  1. customto give a colorless solid, m.p. 220°-222° C. (foaming, started @ 155°)

Sources & evidence

ORD record
ord-4fa497ee87f14006ba2a88bada7b034b
Source dataset
uspto-grants-1994_12
Patent number
US05374643

Reaction notes

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